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【结 构 式】 
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【分子编号】23447 【品名】(2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid 【CA登记号】 |
【 分 子 式 】C8H15NO4 【 分 子 量 】189.21144 【元素组成】C 50.78% H 7.99% N 7.4% O 33.82% |
合成路线1
该中间体在本合成路线中的序号：(IX)Condensation of N-Boc-L-phenylalaninal (I) with 4-biphenylcarbonyl chloride (II) and KCN in the presence of N-benzylcinchoninium chloride (NBC) afforded alpha-acyloxynitrile (III) as a 4:1 mixture of (2R,3S) and (2S,3S) isomers. Hydrogenation of (III) in the presence of Raney Nickel and tert-butyl carbazate, followed by crystallization of the major isomer from acetonitrile provided hydrazone (IV). Subsequent reduction of (IV) to hydrazine using NaBH3CN and p-toluenesulfonic acid, with concomitant rearrangement of the biphenylcarbonyl group furnished hydrazide (V), which was reduced to the benzyl hydrazine (VI) by means of either BH3 or DIBAL-H. Deprotection of both Boc groups of (VI) with HCl gave diamino compound (VII). Finally, coupling of N-methoxycarbonyl-L-tert-leucine (IX), (prepared by reaction of tert-leucine (VIII) with methyl chloroformate), with diamine (VII) employing O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetra-fluoroborate (TPTU) provided the target bisamide.
| 【1】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M. (Novartis AG); Azahexane derivs. as substrate isosters of retroviral asparate proteases. EP 0876336; JP 1999514996; WO 9719055 . |
| 【2】 Fassler, A.; Steiner, H.; Bold, G.; Capraro, H.-G. (Novartis AG); Process for the preparation of hydrazine derivs. useful as intermediates for the preparation of peptide analogues. WO 9746514 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 23452 | tert-butyl (1S)-1-benzyl-2-oxoethylcarbamate | C14H19NO3 | 详情 | 详情 | |
| (II) | 28439 | [1,1'-biphenyl]-4-carbonyl chloride | 14002-51-8 | C13H9ClO | 详情 | 详情 |
| (III) | 28440 | (2S)-2-[(tert-butoxycarbonyl)amino]-1-cyano-3-phenylpropyl [1,1'-biphenyl]-4-carboxylate | C28H28N2O4 | 详情 | 详情 | |
| (IV) | 28441 | (1R,2S)-2-[(tert-butoxycarbonyl)amino]-1-[[(E)-2-(tert-butoxycarbonyl)hydrazono]methyl]-3-phenylpropyl [1,1'-biphenyl]-4-carboxylate | C33H39N3O6 | 详情 | 详情 | |
| (V) | 28442 | tert-butyl 2-([1,1'-biphenyl]-4-ylcarbonyl)-2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-1-hydrazinecarboxylate | C33H41N3O6 | 详情 | 详情 | |
| (VI) | 28443 | tert-butyl 2-([1,1'-biphenyl]-4-ylmethyl)-2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-1-hydrazinecarboxylate | C33H43N3O5 | 详情 | 详情 | |
| (VII) | 28444 | (2S,3S)-3-amino-1-[1-([1,1'-biphenyl]-4-ylmethyl)hydrazino]-4-phenyl-2-butanol | C23H27N3O | 详情 | 详情 | |
| (VIII) | 28445 | (2S)-2-amino-3,3-dimethylbutyric acid | C6H13NO2 | 详情 | 详情 | |
| (IX) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(IX)In an alternative procedure, condensation of 4-biphenylcarbaldehyde (X) with tert-butyl carbazate afforded hydrazone (XI), which was reduced to the benzylhydrazine (XII) by hydrogenation over Pd/C. Opening of the Boc-protected epoxide (XIII) with hydrazine (XII) gave hydrazinoalcohol (VI). This was deprotected with HCl and then coupled as above with N-methoxycarbonyl-L-tert-leucine (X) by means of TPTU.
| 【1】 New aza-dipeptide analogues as potent and orally a. J Med Chem 1998, 41, 18, 3387. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VI) | 28443 | tert-butyl 2-([1,1'-biphenyl]-4-ylmethyl)-2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-1-hydrazinecarboxylate | C33H43N3O5 | 详情 | 详情 | |
| (IX) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 | |
| (X) | 28446 | [1,1'-biphenyl]-4-carbaldehyde | 3218-36-8 | C13H10O | 详情 | 详情 |
| (XI) | 28447 | tert-butyl (Z)-2-([1,1'-biphenyl]-4-ylmethyl)-1-diazenecarboxylate | C18H20N2O2 | 详情 | 详情 | |
| (XII) | 28448 | tert-butyl 2-([1,1'-biphenyl]-4-ylmethyl)-1-hydrazinecarboxylate | C18H22N2O2 | 详情 | 详情 | |
| (XIII) | 23444 | tert-butyl (1S)-1-[(2R)oxiranyl]-2-phenylethylcarbamate | C15H21NO3 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(XI)1) The reaction of 4-bromobenzaldehyde (I) with trimethylorthoformate (II) and p-toluenesulfonic acid in methanol gives ketal (III), which is condensed with 2-pyridylmagnesium bromide in THF, yielding 4-(2-pyridyl)benzaldehyde (IV). The reaction of (IV) with tert-butyl carbazate (V) in refluxing ethanol affords hydrazone (VI), which is reduced with H2 over Pd/C in methanol to the hydrazine (VII). The condensation of (VII) with the epoxide (VIII) in hot isopropanol gives the expected addition product (IX), which by treatment with HCl or formic acid results in the fully deprotected intermediate (X). Finally, this compound is condensed with N-(methoxycarbonyl)-L-tert-leucine (XI) by means of O-(2-oxo-1,2-dihydro-1-pyridyl)-N,N,N',N'-tetramethyluronium tetrafluoroborate (TPTU) in dichloromethane or DMF.
| 【1】 New aza-dipeptide analogues as potent and orally a. J Med Chem 1998, 41, 18, 3387. |
| 【2】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M.; Khanna, S.C. (Novartis AG); Antivirally active heterocyclic azahexane derivs.. EP 0900210; JP 1999511177; US 5849911; WO 9740029 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 22231 | 4-Bromobenzaldehyde | 1122-91-4 | C7H5BrO | 详情 | 详情 |
| (II) | 23438 | (4-bromophenyl)(methoxy)methyl methyl ether; 1-bromo-4-(dimethoxymethyl)benzene | C9H11BrO2 | 详情 | 详情 | |
| (III) | 23439 | bromo(2-pyridinylmethyl)magnesium | C6H6BrMgN | 详情 | 详情 | |
| (IV) | 23440 | 4-(2-pyridinyl)benzaldehyde | C12H9NO | 详情 | 详情 | |
| (V) | 10893 | tert-butyl 1-hydrazinecarboxylate; tert-butyl carbazate | 870-46-2 | C5H12N2O2 | 详情 | 详情 |
| (VI) | 23442 | tert-butyl 2-[(Z)-[4-(2-pyridinyl)phenyl]methylidene]-1-hydrazinecarboxylate | C17H19N3O2 | 详情 | 详情 | |
| (VII) | 23443 | tert-butyl 2-[4-(2-pyridinyl)benzyl]-1-hydrazinecarboxylate | C17H21N3O2 | 详情 | 详情 | |
| (VIII) | 23444 | tert-butyl (1S)-1-[(2R)oxiranyl]-2-phenylethylcarbamate | C15H21NO3 | 详情 | 详情 | |
| (IX) | 23445 | tert-butyl 2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-2-[4-(2-pyridinyl)benzyl]-1-hydrazinecarboxylate | C32H42N4O5 | 详情 | 详情 | |
| (X) | 23446 | (2S,3S)-3-amino-4-phenyl-1-[1-[4-(2-pyridinyl)benzyl]hydrazino]-2-butanol | C22H26N4O | 详情 | 详情 | |
| (XI) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(XIII)The intermediate carbazate (VI) has been obtained as follows. The condensation of phenylboronic acid (I) with 2-bromopyridine (II) by means of Pd(PPh3)4 gives 4-(2-pyridyl)benzaldehyde (III), which is condensed with tert-butyl carbazate (IV) in hot toluene/isopropyl alcohol to yield the benzylidenehydrazone (V). Finally, this compound is reduced with sodium formate over Pd/C in ethanol to afford the target intermediate; the carbazate (VI). The selective monosilylation of the primary OH group of diol (VII) with Tbdms-Cl, TEA and DMAP followed by reaction of the secondary OH group with MsCl gives the protected mesylate (VIII), which is desilylated with NH4F and AcOH yielding the primary alcohol (IX). The epoxidation of (IX) with t-BuOK in isopropyl alcohol affords the chiral epoxide (X), which is condensed with the intermediate carbazate (VI) in refluxing isopropanol to provide the adduct (XI). Elimination of the two Boc protecting groups of (XI) with HCl in hot THF gives the diamino compound (XII), which is finally condensed with two moles of N-(methoxycarbonyl)-L-tert-leucine (XIII) by means of WSC, HOBt and DIEA in dichloromethane to provide the target Atazanavir.
| 【1】 Xu, Z.; Singh, J.; Schwinden, M.D.; Zheng, B.; Kissick, T.P.; Patel, B.; Humora, M.J.; Quiroz, F.; Dong, L.; Hsieh, D.-M.; Heikes, J.E.; Pudipeddi, M.; Lindrud, M.D.; Srivastava, S.K.; Kronenthal, D.R.; Mueller, R.H.; Process research and development for an efficient synthesis of the HIV protease inhibitor BMS-232632. Org. Proc. Res. & Develop. 2002, 6, 3, 323. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 61564 | 4-Formylphenylboronic acid; 4-Formylbenzeneboronic acid; 4-Boronobenzaldehyde; Benzaldehyde-4-boronic acid; 4-Formylphenylboronic acid | 87199-17-5 | C7H7BO3 | 详情 | 详情 |
| (II) | 29052 | 2-Bromopyridine；α-bromopyridine;α-bromoazine | 109-04-6 | C5H4BrN | 详情 | 详情 |
| (III) | 23440 | 4-(2-pyridinyl)benzaldehyde | C12H9NO | 详情 | 详情 | |
| (IV) | 10893 | tert-butyl 1-hydrazinecarboxylate; tert-butyl carbazate | 870-46-2 | C5H12N2O2 | 详情 | 详情 |
| (V) | 23442 | tert-butyl 2-[(Z)-[4-(2-pyridinyl)phenyl]methylidene]-1-hydrazinecarboxylate | C17H19N3O2 | 详情 | 详情 | |
| (VI) | 23443 | tert-butyl 2-[4-(2-pyridinyl)benzyl]-1-hydrazinecarboxylate | C17H21N3O2 | 详情 | 详情 | |
| (VII) | 61565 | tert-butyl (1S,2S)-1-benzyl-2,3-dihydroxypropylcarbamate | C15H23NO4 | 详情 | 详情 | |
| (VIII) | 61566 | (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-({[tert-butyl(dimethyl)silyl]oxy}methyl)-3-phenylpropyl methanesulfonate | C22H39NO6SSi | 详情 | 详情 | |
| (IX) | 61567 | (1S,2S)-2-[(tert-butoxycarbonyl)amino]-1-(hydroxymethyl)-3-phenylpropyl methanesulfonate | C16H25NO6S | 详情 | 详情 | |
| (X) | 23444 | tert-butyl (1S)-1-[(2R)oxiranyl]-2-phenylethylcarbamate | C15H21NO3 | 详情 | 详情 | |
| (XI) | 23445 | tert-butyl 2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-2-[4-(2-pyridinyl)benzyl]-1-hydrazinecarboxylate | C32H42N4O5 | 详情 | 详情 | |
| (XII) | 23446 | (2S,3S)-3-amino-4-phenyl-1-[1-[4-(2-pyridinyl)benzyl]hydrazino]-2-butanol | C22H26N4O | 详情 | 详情 | |
| (XIII) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(X)Cycloaddition of sodium azide to 4-formylbenzonitrile (I) yielded tetrazole (II), which was protected with 2-phenylpropene (III) in the presence of methanesulfonic acid to give (IV). Subsequent condensation of (IV) with tert-butyl carbazate afforded hydrazone (V), which was further reduced to the benzylhydrazine (VI) employing NaBH3CN and p-toluenesulfonic acid. Opening of the trifluoroacetyl-protected epoxide (VII) with hydrazine (VI) gave hydrazinoalcohol (VIII). After hydrolysis of the trifluoroacetamide group of (VIII) with K2CO3, the resulting amine (IX) was coupled with N-methoxycarbonyl-L-tert-leucine (X) by means of EDC and HOBt to provide amide (XI).
| 【1】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M.; Khanna, S.C. (Novartis AG); Antivirally active heterocyclic azahexane derivs.. EP 0900210; JP 1999511177; US 5849911; WO 9740029 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 17552 | 4-formylbenzonitrile; 4-Cyanobenzaldehyde | 105-07-7 | C8H5NO | 详情 | 详情 |
| (II) | 28449 | 4-(2H-1,2,3,4-tetraazol-5-yl)benzaldehyde | 74815-22-8 | C8H6N4O | 详情 | 详情 |
| (III) | 28450 | 1-isopropenylbenzene | 98-83-9 | C9H10 | 详情 | 详情 |
| (IV) | 28451 | 4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzaldehyde | C17H16N4O | 详情 | 详情 | |
| (V) | 28452 | tert-butyl 2-((Z)-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]phenyl]methylidene)-1-hydrazinecarboxylate | C22H26N6O2 | 详情 | 详情 | |
| (VI) | 28453 | tert-butyl 2-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]-1-hydrazinecarboxylate | C22H28N6O2 | 详情 | 详情 | |
| (VII) | 28454 | 2,2,2-trifluoro-N-[(1S)-1-[(2R)oxiranyl]-2-phenylethyl]acetamide | C12H12F3NO2 | 详情 | 详情 | |
| (VIII) | 28455 | tert-butyl 2-[(2S,3S)-2-hydroxy-4-phenyl-3-[(2,2,2-trifluoroacetyl)amino]butyl]-2-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]-1-hydrazinecarboxylate | C34H40F3N7O4 | 详情 | 详情 | |
| (IX) | 28456 | tert-butyl 2-[(2S,3S)-3-amino-2-hydroxy-4-phenylbutyl]-2-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]-1-hydrazinecarboxylate | C32H41N7O3 | 详情 | 详情 | |
| (X) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 | |
| (XI) | 28457 | tert-butyl (5S,6S,9S)-6-benzyl-9-(tert-butyl)-5-hydroxy-3-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]-8,11-dioxo-12-oxa-2,3,7,10-tetraazatridecan-1-oate | C40H54N8O6 | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(X)Deprotection of the Boc group of XI) by treatment with HCl furnished hydrazine (XII), which was coupled with N-methoxycarbonyl-L-tert-leucine (X) to afford bisamide (XIII). The alpha,alpha-dimethyl benzyl protecting group of (XIII) was then removed with 80% H2SO4, and the deprotected tetrazole (XIV) was finally alkylated with CH3I to provide the title compound.
| 【1】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M.; Khanna, S.C. (Novartis AG); Antivirally active heterocyclic azahexane derivs.. EP 0900210; JP 1999511177; US 5849911; WO 9740029 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (X) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 | |
| (XI) | 28457 | tert-butyl (5S,6S,9S)-6-benzyl-9-(tert-butyl)-5-hydroxy-3-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]-8,11-dioxo-12-oxa-2,3,7,10-tetraazatridecan-1-oate | C40H54N8O6 | 详情 | 详情 | |
| (XII) | 28458 | methyl (1S)-1-([[(1S,2S)-1-benzyl-2-hydroxy-3-(1-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]hydrazino)propyl]amino]carbonyl)-2,2-dimethylpropylcarbamate | C35H46N8O4 | 详情 | 详情 | |
| (XIII) | 28459 | methyl (1S,4S,5S,10S)-4-benzyl-1,10-di(tert-butyl)-5-hydroxy-7-[4-[2-(1-methyl-1-phenylethyl)-2H-1,2,3,4-tetraazol-5-yl]benzyl]-2,9,12-trioxo-13-oxa-3,7,8,11-tetraazatetradec-1-ylcarbamate | C43H59N9O7 | 详情 | 详情 | |
| (XIV) | 28460 | methyl (1S,4S,5S,10S)-4-benzyl-1,10-di(tert-butyl)-5-hydroxy-2,9,12-trioxo-7-[4-(2H-1,2,3,4-tetraazol-5-yl)benzyl]-13-oxa-3,7,8,11-tetraazatetradec-1-ylcarbamate | C34H49N9O7 | 详情 | 详情 |
合成路线7
该中间体在本合成路线中的序号：(X)In a variation of this procedure, aryl tetrazole (II) was alkylated with ICH3 to provide methyltetrazole (XV). Condensation of (XV) with tert-butyl carbazate afforded hydrazone (XVI), which was reduced to the benzylhydrazine (XVII) by means of NaBH3CN and p-toluenesulfonic acid. Opening of the Boc-protected epoxide (XVIII) with hydrazine (XVII) gave hydrazinoalcohol (XIX). Acid deprotection of both Boc groups of (XIX) furnished diamino compound (XX), which was finally coupled with N-methoxycarbonyl-L-tert-leucine (X) by means of TPTU.
| 【1】 New aza-dipeptide analogues as potent and orally a. J Med Chem 1998, 41, 18, 3387. |
| 【2】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M.; Khanna, S.C. (Novartis AG); Antivirally active heterocyclic azahexane derivs.. EP 0900210; JP 1999511177; US 5849911; WO 9740029 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (II) | 28449 | 4-(2H-1,2,3,4-tetraazol-5-yl)benzaldehyde | 74815-22-8 | C8H6N4O | 详情 | 详情 |
| (X) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 | |
| (XV) | 28461 | 4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzaldehyde | C9H8N4O | 详情 | 详情 | |
| (XVI) | 28462 | tert-butyl 2-[(Z)-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)phenyl]methylidene]-1-hydrazinecarboxylate | C14H18N6O2 | 详情 | 详情 | |
| (XVII) | 28463 | tert-butyl 2-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzyl]-1-hydrazinecarboxylate | C14H20N6O2 | 详情 | 详情 | |
| (XVIII) | 23444 | tert-butyl (1S)-1-[(2R)oxiranyl]-2-phenylethylcarbamate | C15H21NO3 | 详情 | 详情 | |
| (XIX) | 28464 | tert-butyl 2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-2-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzyl]-1-hydrazinecarboxylate | C29H41N7O5 | 详情 | 详情 | |
| (XX) | 28465 | (2S,3S)-3-amino-1-[1-[4-(2-methyl-2H-1,2,3,4-tetraazol-5-yl)benzyl]hydrazino]-4-phenyl-2-butanol | C19H25N7O | 详情 | 详情 |
合成路线8
该中间体在本合成路线中的序号：(IX)4-Bromobenzaldehyde dimethyl acetal (I) was converted to the corresponding Grignard reagent and then coupled with 2-bromothiazole (II) in the presence of [1,3-bis(diphenylphosphino)propane]nickel chloride to afford 4-(2-thiazolyl)benzaldehyde dimethylacetal (III). After acid hydrolysis of the acetal group of (II), the resulting aldehyde was condensed with tert-butyl carbazate to give hydrazone (IV), which was further reduced to the benzylhydrazine (V) employing NaBH3CN and p-toluenesulfonic acid. Opening of the Boc-protected epoxide (VI) with hydrazine (V) gave hydrazinoalcohol (VII). Both Boc groups of (VII) were removed by treatment with formic acid to yield diamino compound (VIII). Finally, coupling of (VIII) with N-methoxycarbonyl-L-tert-leucine (IX) by means of O-(1,2-dihydro-2-oxo-1-pyridyl)-N,N,N',N'-tetramethyluronium tetra fluoroborate (TPTU) provided the title bisamide.
| 【1】 New aza-dipeptide analogues as potent and orally a. J Med Chem 1998, 41, 18, 3387. |
| 【2】 Fassler, A.; Bold, G.; Capraro, H.-G.; Lang, M.; Khanna, S.C. (Novartis AG); Antivirally active heterocyclic azahexane derivs.. EP 0900210; JP 1999511177; US 5849911; WO 9740029 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (I) | 23438 | (4-bromophenyl)(methoxy)methyl methyl ether; 1-bromo-4-(dimethoxymethyl)benzene | C9H11BrO2 | 详情 | 详情 | |
| (II) | 23161 | 2-bromo-1,3-thiazole | 3034-53-5 | C3H2BrNS | 详情 | 详情 |
| (III) | 28434 | 2-[4-(dimethoxymethyl)phenyl]-1,3-thiazole | C12H13NO2S | 详情 | 详情 | |
| (IV) | 28435 | tert-butyl 2-[(Z)-[4-(1,3-thiazol-2-yl)phenyl]methylidene]-1-hydrazinecarboxylate | C15H17N3O2S | 详情 | 详情 | |
| (V) | 28436 | tert-butyl 2-[4-(1,3-thiazol-2-yl)benzyl]-1-hydrazinecarboxylate | C15H19N3O2S | 详情 | 详情 | |
| (VI) | 23444 | tert-butyl (1S)-1-[(2R)oxiranyl]-2-phenylethylcarbamate | C15H21NO3 | 详情 | 详情 | |
| (VII) | 28437 | tert-butyl 2-[(2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-4-phenylbutyl]-2-[4-(1,3-thiazol-2-yl)benzyl]-1-hydrazinecarboxylate | C30H40N4O5S | 详情 | 详情 | |
| (VIII) | 28438 | (2S,3S)-3-amino-4-phenyl-1-[1-[4-(1,3-thiazol-2-yl)benzyl]hydrazino]-2-butanol | C20H24N4OS | 详情 | 详情 | |
| (IX) | 23447 | (2S)-2-[(methoxycarbonyl)amino]-3,3-dimethylbutyric acid | C8H15NO4 | 详情 | 详情 |