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【结 构 式】 
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【分子编号】27515 【品名】Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal 【CA登记号】1125-88-8 |
【 分 子 式 】C9H12O2 【 分 子 量 】152.19308 【元素组成】C 71.03% H 7.95% O 21.03% |
合成路线1
该中间体在本合成路线中的序号：(VII)Reaction of 2,6-dihydroxyacetophenone (I) with acetylated bromoglucose (II) in the presence of CdCO3 in refluxing toluene, with water removal using a Dean Stark apparatus, afforded glycoside (III). Potassium hydroxide-promoted condensation of acetophenone (III) with benzofuran-5-carboxyaldehyde (IV), with concomitant hydrolysis of acetate esters, gave enone (V), which was hydrogenated over Pt/C in the presence of DMAP to provide dihydrochalcone derivative (VI). Treatment of (VI) with benzaldehyde dimethylacetal (VII) and p-TsOH gave benzylidene acetal (VIII). This compound was acetylated with Ac2O and pyridine to yield (IX).
| 【1】 Tsujihara, K.; et al.; Na+-glucose cotransporter inhibitors as antidiabetics. I. Synthesis and pharmacological properties of 4'-dehydroxyphlorizin derivatives based on a new concept. Chem Pharm Bull 1996, 44, 6, 1174. |
| 【2】 Hongu, M.; et al.; Na+-Glucose cotransporter inhibitors as antidiabetic agents. II. Synthesis and structure-activity relationships of 4'-dehydroxyphlorizin derivatives. Chem Pharm Bull 1998, 46, 1, 22. |
| 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) | 27511 | 1-(2,6-dihydroxyphenyl)-1-ethanone | 699-83-2 | C8H8O3 | 详情 | 详情 |
| (II) | 27260 | (2R,3R,4S,5S,6R)-4,5-bis(acetoxy)-6-[(acetoxy)methyl]-2-bromotetrahydro-2H-pyran-3-yl acetate | 572-09-8 | C14H19BrO9 | 详情 | 详情 |
| (III) | 27512 | (2R,3R,4S,5R,6S)-6-(2-acetyl-3-hydroxyphenoxy)-4,5-bis(acetoxy)-2-[(acetoxy)methyl]tetrahydro-2H-pyran-3-yl acetate | C22H26O12 | 详情 | 详情 | |
| (IV) | 27262 | 1-benzofuran-5-carbaldehyde | C9H6O2 | 详情 | 详情 | |
| (V) | 27513 | (E)-3-(1-benzofuran-5-yl)-1-(2-hydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]phenyl)-2-propen-1-one | C23H22O9 | 详情 | 详情 | |
| (VI) | 27514 | 3-(1-benzofuran-5-yl)-1-(2-hydroxy-6-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl]oxy]phenyl)-1-propanone | C23H24O9 | 详情 | 详情 | |
| (VII) | 27515 | Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal | 1125-88-8 | C9H12O2 | 详情 | 详情 |
| (VIII) | 27516 | 1-(2-[[(4aR,6S,7R,8R,8aS)-7,8-dihydroxy-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl]oxy]-6-hydroxyphenyl)-3-(1-benzofuran-5-yl)-1-propanone | C30H28O9 | 详情 | 详情 | |
| (IX) | 27517 | (4aR,6S,7R,8S,8aR)-7-(acetoxy)-6-[3-(acetoxy)-2-[3-(1-benzofuran-5-yl)propanoyl]phenoxy]-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-8-yl acetate | C36H34O12 | 详情 | 详情 |
合成路线2
该中间体在本合成路线中的序号：(III)The reduction of (R)-malic acid (I) with BH3/Me2S and NaBH4 gives 1,2(R),4-butane-triol (II), which is treated with benzaldehyde dimethylacetal (III) and Ts-OH to yield the 1,3-dioxane (IV). The oxidation of the hydroxymethyl group of (IV) by means of oxalyl chloride in DMSO/dichloromethane affords the carbaldehyde (V), which is submitted to a Wittig condensation with allyltriphenylphosphonium bromide (VI) and potassium tert-butoxide to provide the butadienyl derivative (VII). The reductive cleavage of the benzylidene acetal (VII) by means of DIBAL, followed by Z/E photoisomerization of the resulting diene gives (E)-3(R)-(benzyloxy)-4,6-heptadien-1-ol (VIII). The reaction of the OH group of (VIII) with TsCl and pyridine yields the corresponding tosylate (IX), which is treated with NaCN in DMSO to afford (E)-4(R)-(benzyloxy)-5 ,7-octadienonitrile (X). The hydrolysis of the CN group of (X) with NaOH in methanol/water provides the carboxylic acid (XI), which is esterified with diazomethane to afford the methyl ester (XII). The reaction of (XII) with hydroxylamine and KOH in methanol provides the hydroxamic acid (XIII), which is oxidized with tetrapropylammonium periodate in water to generate an acylnitroso intermediate (XIV), which undergoes a (4+2) cycloaddition to give the trans-1,2-oxazinolactam (XV) along with some cis isomer that is separated by chromatography. The reductive cleavage of the N-O bond of (XV) by means of sodium amalgam yields the allyl alcohol (XVI), which is silylated with Tbdps-Cl and imidazole affording the silyl ether (XVII). The catalytic dihydroxylation of the double bond of (XVII) by means of OsO4 and NMO provides the diol (XVIII) along with some diastereoisomer that is separated by chromatography. The protection of the OH groups of (XVIII) by reaction of 2,2-dimethoxypropane (XIX) and PPTS gives the acetonide (XX). The reduction of the lactone group of (XX) with LiAlH4 in THF proceeds with simultaneous desilylation yielding the piperidino-alcohol (XXI), which is cyclized by means of CBr4, PPh3 and TEA to provide the indolizidine derivative (XXII). The hydrogenolytic removal of the benzyl group of (XXII) with H2 over PdCl2 gives the alcohol (XXIII), which is finally submitted to hydrolysis of its acetonide group by means of 6N HCl in THF to afford the target swainsonine.
| 【1】 Thiam, M.; et al.; Malic acid as a chiral synthon: Synthesis of 1,2 and 1,3 optically active diols. Synth Commun 1992, 22, 1, 83. |
| 【2】 Naruse, M.; et al.; New chiral route to (-)-swainsonine via an aqueous acylnitroso cycloaddition approach. J Org Chem 1994, 59, 6, 1358. |
| 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) | 11058 | (S)-(+)-Hydroxysuccinic acid; (S)-(+)-Malic acid; (S)-(+)-2-Hydroxybutanedioic acid; L-(-)-Apple acid | 97-67-6 | C4H6O5 | 详情 | 详情 |
| (II) | 30098 | (2S)-1,2,4-butanetriol; (S)-1,2,4-butanetriol | 42890-76-6 | C4H10O3 | 详情 | 详情 |
| (III) | 27515 | Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal | 1125-88-8 | C9H12O2 | 详情 | 详情 |
| (IV) | 62598 | [(2R,4R)-2-phenyl-1,3-dioxan-4-yl]methanol | C11H14O3 | 详情 | 详情 | |
| (V) | 62599 | (2R,4R)-2-phenyl-1,3-dioxane-4-carbaldehyde | C11H12O3 | 详情 | 详情 | |
| (VI) | 62600 | allyl(triphenyl)phosphonium bromide | C21H20BrP | 详情 | 详情 | |
| (VII) | 62601 | (2R,4R)-4-[(1E)-1,3-butadienyl]-2-phenyl-1,3-dioxane | C14H16O2 | 详情 | 详情 | |
| (VIII) | 62602 | (3R,4E)-3-(benzyloxy)-4,6-heptadien-1-ol | C14H18O2 | 详情 | 详情 | |
| (IX) | 62603 | (3R,4E)-3-(benzyloxy)-4,6-heptadienyl 4-methylbenzenesulfonate | C21H24O4S | 详情 | 详情 | |
| (X) | 62604 | (4R,5E)-4-(benzyloxy)-5,7-octadienenitrile | C15H17NO | 详情 | 详情 | |
| (XI) | 62605 | (4R,5E)-4-(benzyloxy)-5,7-octadienoic acid | C15H18O3 | 详情 | 详情 | |
| (XII) | 62606 | methyl (4R,5E)-4-(benzyloxy)-5,7-octadienoate | C16H20O3 | 详情 | 详情 | |
| (XIII) | 62607 | (4R,5E)-4-(benzyloxy)-N-hydroxy-5,7-octadienamide | C15H19NO3 | 详情 | 详情 | |
| (XIV) | 62608 | (4R,5E)-4-(benzyloxy)-N-oxo-5,7-octadienamide | C15H17NO3 | 详情 | 详情 | |
| (XV) | 62609 | (4aS,5R)-5-(benzyloxy)-4a,5,6,7-tetrahydropyrido[1,2-b][1,2]oxazin-8(2H)-one | C15H17NO3 | 详情 | 详情 | |
| (XVI) | 62610 | (5R,6S)-5-(benzyloxy)-6-[(Z)-3-hydroxy-1-propenyl]-2-piperidinone | C15H19NO3 | 详情 | 详情 | |
| (XVII) | 62611 | (5R,6S)-5-(benzyloxy)-6-((Z)-3-{[tert-butyl(diphenyl)silyl]oxy}-1-propenyl)-2-piperidinone | C31H37NO3Si | 详情 | 详情 | |
| (XVIII) | 62612 | (5R,6S)-5-(benzyloxy)-6-((1S,2R)-3-{[tert-butyl(diphenyl)silyl]oxy}-1,2-dihydroxypropyl)-2-piperidinone | C31H39NO5Si | 详情 | 详情 | |
| (XIX) | 10722 | 1-Methoxy-1-methylethyl methyl ether; 2,2-Dimethoxypropane | 77-76-9 | C5H12O2 | 详情 | 详情 |
| (XX) | 62613 | (5R,6R)-5-(benzyloxy)-6-[(4S,5R)-5-({[tert-butyl(diphenyl)silyl]oxy}methyl)-2,2-dimethyl-1,3-dioxolan-4-yl]-2-piperidinone | C34H43NO5Si | 详情 | 详情 | |
| (XXI) | 62614 | {(4R,5S)-5-[(2R,3R)-3-(benzyloxy)piperidinyl]-2,2-dimethyl-1,3-dioxolan-4-yl}methanol | C18H27NO4 | 详情 | 详情 | |
| (XXII) | 62615 | (3aR,9R,9aR,9bS)-2,2-dimethyloctahydro[1,3]dioxolo[4,5-a]indolizin-9-yl benzyl ether; (3aR,9R,9aR,9bS)-9-(benzyloxy)-2,2-dimethyloctahydro[1,3]dioxolo[4,5-a]indolizine | C18H25NO3 | 详情 | 详情 | |
| (XXIII) | 62616 | (3aR,9R,9aR,9bS)-2,2-dimethyloctahydro[1,3]dioxolo[4,5-a]indolizin-9-ol | C11H19NO3 | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：The protection of the NH group of siastatin B (I) with tert-butoxycarbonyl anhydride gives the N-protected intermediate (II), which is treated with benzaldehyde diethyl acetal and trimethylchlorosilane yielding the benzylidene ketal (III). The esterification of (III) with chloromethyl(2-methoxyethyl)ether and DIEA in DMF affords the activated ester (IV), which is reduced with NaBH4 in trifluoroethanol/THF giving the carbinol (V). The deacetylation of (V) with hot hydrazine yields the 2-aminopiperidine (VI), which is treated with ethyl trifluoroacetate and DIEA in hot DMF to afford the trifluoroacetamide (VII). The debenzylation of the cyclic ketal of (VII) with H2 over Pd/C in methanol gives the protected intermediate (VIII), which is finally deprotected with 4N HCl in hot dioxane.
| 【1】 Satoh, T.; et al.; A practical synthesis from siastatin B of (3S,4S, 5R,6R)-4,5-dihydroxy-6-(trifluoroacetamido)piperidine-3-carboxylic acid having antimetastatic activity in mice. Carbohydr Res 1996, 286, 173-178. |
| 【2】 Shitara, E.; A facile synthesis of D-galactose-type gem-diamine 1-N-iminosugar: A new family of galactosidase inhibitor. J Antibiot 1999, 52, 3, 348. |
| 【3】 Takeuchi, T.; Nishimura, Y.; Shitara, E. (Meiji Seika Kaisha, Ltd.; Microbial Chemistry Research Foundation); Siastatin B derivs. having glycosidase inhibitory activities and process for producing the same. EP 1142900; WO 0039140 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 27515 | Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal | 1125-88-8 | C9H12O2 | 详情 | 详情 | |
| 40670 | 2-(chloromethoxy)ethyl methyl ether; 1-(chloromethoxy)-2-methoxyethane; (2-methoxyethoxy)methyl chloride | 3970-21-6 | C4H9ClO2 | 详情 | 详情 | |
| (I) | 30929 | (3S,4S,5R,6R)-6-(acetamido)-4,5-dihydroxy-3-piperidinecarboxylic acid | C8H14N2O5 | 详情 | 详情 | |
| (II) | 30930 | (3S,4S,5R,6S)-6-(acetamido)-1-(tert-butoxycarbonyl)-4,5-dihydroxy-3-piperidinecarboxylic acid | C13H22N2O7 | 详情 | 详情 | |
| (III) | 30931 | (3aR,4S,7S,7aS)-4-(acetamido)-5-(tert-butoxycarbonyl)-2-phenylhexahydro[1,3]dioxolo[4,5-c]pyridine-7-carboxylic acid | C20H26N2O7 | 详情 | 详情 | |
| (IV) | 30932 | 5-(tert-butyl) 7-[(2-methoxyethoxy)methyl] (3aR,4S,7S,7aS)-4-(acetamido)-2-phenyltetrahydro[1,3]dioxolo[4,5-c]pyridine-5,7(4H)-dicarboxylate | C24H34N2O9 | 详情 | 详情 | |
| (V) | 30933 | tert-butyl (3aR,4S,7R,7aS)-4-(acetamido)-7-(hydroxymethyl)-2-phenyltetrahydro[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate | C20H28N2O6 | 详情 | 详情 | |
| (VI) | 30934 | tert-butyl (3aR,4S,7R,7aS)-4-amino-7-(hydroxymethyl)-2-phenyltetrahydro[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate | C18H26N2O5 | 详情 | 详情 | |
| (VII) | 30935 | tert-butyl (3aR,4S,7R,7aS)-7-(hydroxymethyl)-2-phenyl-4-[(2,2,2-trifluoroacetyl)amino]tetrahydro[1,3]dioxolo[4,5-c]pyridine-5(4H)-carboxylate | C20H25F3N2O6 | 详情 | 详情 | |
| (VIII) | 30936 | tert-butyl (2S,3R,4S,5R)-3,4-dihydroxy-5-(hydroxymethyl)-2-[(2,2,2-trifluoroacetyl)amino]-1-piperidinecarboxylate | C13H21F3N2O6 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(II)Treatment of 2-(tetradecyl)hexadecyl beta-D-galactopyranoside (I) with benzaldehyde dimethyl acetal (II) in THF containing H2SO4 provides 4,6-O-benzylidene derivative (III), which is then subjected to 3-O-4-methoxybenzylation by reaction with 4-methoxybenzyl chloride (IV), dibutyltin oxide (Bu2SnO) and tetrabutyl ammonium iodide (Bu4NI) in THF to furnish compound (V). On the other hand, phenyl 1-thio-beta-L-fucopyranoside (VI) is regioselectively protected with chloride (IV) by means of dibutyl oxide and tetrabutyl ammonium iodide in THF/MeOH to yield derivative (VII), which is benzylated by means of benzyl bromide (BnBr) and NaH in DMF to give fucopyranoside derivative (VIII). Glycosylation of compound (V) with derivative (VIII) is then performed in the presence of N-iodosuccinimide (NIS), trifluoromethanesulfonic acid (TfOH) and molecular sieves in toluene to afford disaccharide (IX), whose 4-methoxybenzyl groups are removed in CH2Cl2/H2O in the presence of 2,3-dichloro-5,6-dicyanobenzoquinone (DDQ) to yield (X). Sulfation of compound (X) with SO3.pyridine complex in DMF provides sulfate (XI), which is finally hydrogenated over Pd/C in MeOH/THF to furnish the desired product.
| 【1】 Ikami, T.; et al.; Synthetic studies on selectin ligands/inhibitors: Synthesis and inhibitory activity of 2-O-fucosyl sulfatides containing 2-branched fatty alkyl residues in place of ceramide. J Carbohydr Chem 1998, 17, 3, 453. |
| 【2】 Usui, T.; Igami, T.; Kakigami, T.; Hamashima, H.; Jomori, T.; Tashita, A.; Ishiwatari, Y.; Yokochi, S.; Mitani, T.; Suzuki, Y.; Hasegawa, A. (Sanwa Kagaku Kenkyusho Co., Ltd.); Sulfated and phosphated saccharide derivs., process for the preparation of the same and use thereof. EP 0771815; JP 1997183789; US 5869460 . |
| 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) | 45977 | (2R,3R,4S,5R,6R)-2-(hydroxymethyl)-6-[(2-tetradecylhexadecyl)oxy]tetrahydro-2H-pyran-3,4,5-triol | C36H72O6 | 详情 | 详情 | |
| (II) | 27515 | Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal | 1125-88-8 | C9H12O2 | 详情 | 详情 |
| (III) | 45978 | (4aR,6R,7R,8R,8aR)-2-phenyl-6-[(2-tetradecylhexadecyl)oxy]hexahydropyrano[3,2-d][1,3]dioxine-7,8-diol | C43H76O6 | 详情 | 详情 | |
| (IV) | 11910 | 4-Methoxybenzyl chloride; 1-(Chloromethyl)-4-methoxybenzene; alpha-Chloro-4-methoxytoluene; 4-(Chloromethyl)phenyl methyl ether | 824-94-2 | C8H9ClO | 详情 | 详情 |
| (V) | 45979 | (4aR,6R,7R,8R,8aR)-8-[(4-methoxybenzyl)oxy]-2-phenyl-6-[(2-tetradecylhexadecyl)oxy]hexahydropyrano[3,2-d][1,3]dioxin-7-ol | C51H84O7 | 详情 | 详情 | |
| (VI) | 45980 | (2S,3S,4R,5S,6R)-2-methyl-6-(phenylsulfanyl)tetrahydro-2H-pyran-3,4,5-triol | C12H16O4S | 详情 | 详情 | |
| (VII) | 45981 | (2S,3S,4R,5S,6R)-4-[(4-methoxybenzyl)oxy]-2-methyl-6-(phenylsulfanyl)tetrahydro-2H-pyran-3,5-diol | C20H24O5S | 详情 | 详情 | |
| (VIII) | 45982 | (2S,3S,4R,5S,6R)-3,5-bis(benzyloxy)-4-[(4-methoxybenzyl)oxy]-2-methyl-6-(phenylsulfanyl)tetrahydro-2H-pyran; benzyl (2R,3S,4R,5S,6S)-5-(benzyloxy)-4-[(4-methoxybenzyl)oxy]-6-methyl-2-(phenylsulfanyl)tetrahydro-2H-pyran-3-yl ether | C34H36O5S | 详情 | 详情 | |
| (IX) | 45985 | (4aR,6R,7R,8S,8aR)-7-([(2S,3S,4R,5S,6S)-3,5-bis(benzyloxy)-4-[(4-methoxybenzyl)oxy]-6-methyltetrahydro-2H-pyran-2-yl]oxy)-8-[(4-methoxybenzyl)oxy]-2-phenyl-6-[(2-tetradecylhexadecyl)oxy]hexahydropyrano[3,2-d][1,3]dioxine; (4aR,6R,7R,8S,8aR)-7-([(2S,3S,4R,5S,6S)-3,5-bis(benzyloxy)-4-[(4-methoxybenzyl)oxy]-6-methyltetrahydro-2H-pyran-2-yl]oxy)-8-[(4-methoxybenzyl)oxy]-2-phenylhexahydropyrano[3,2-d][1,3]dioxin-6-yl 2-tetradecylhexadecyl ether | C79H114O12 | 详情 | 详情 | |
| (X) | 45983 | (4aR,6R,7R,8S,8aR)-7-[[(2S,3S,4R,5S,6S)-3,5-bis(benzyloxy)-4-hydroxy-6-methyltetrahydro-2H-pyran-2-yl]oxy]-2-phenyl-6-[(2-tetradecylhexadecyl)oxy]hexahydropyrano[3,2-d][1,3]dioxin-8-ol | C63H98O10 | 详情 | 详情 | |
| (XI) | 45984 | C64H98Na2O15S2 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(II)The reaction of N-(tert-butoxycarbonyl)-L-alanine (I) with benzaldehyde dimethylacetal (II) by means of SOCl2 and ZnCl2 gives the oxazolidinone (III), which is alkylated with 4-bromobenzyl bromide (IV) and KHMDS in THF to yield the alkylated compound (V). The opening of the oxazolidinone ring of (V) with HBr/HOAc, followed by esterification with EtOH/HCl, affords the aminopropionic ester (VI), which is cyclized again with 3,5-dichlorophenyl isocyanate (VII) by means of Na2CO3 to provide imidazolidinedione (VIII). Finally, this compound is methylated with Me-I and NaHMDS to give the target compound.
| 【1】 Kapadia, S.R.; et al.; An improved synthesis of chiral alpha-(4-bromobenzyl)alanine ethyl ester and its application to the synthesis of LFA-1 antagonist BIRT-377. J Org Chem 2001, 66, 5, 1903. |
| 【2】 Emeigh, J.E.; et al.; Small molecule antagonists of LFA-1 mediated cell adhesion. 221st ACS Natl Meet (April 1 2001, San Diego) 2001, Abst MEDI 256. |
| 【3】 Bormann, B.J.; Frye, L.L.; Wu, J.-P.; Kelly, T.A. (Boehringer Ingelheim Pharmaceuticals Inc.); Small molecules useful in the treatment of inflammatory disease. EP 0966447; WO 9839303 . |
| 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) | 26450 | Boc-L-Alanine;(S)-2-((tert-butoxycarbonyl)amino)propanoic acid;N-Boc-L-alanine; (2S)-2-[(tert-butoxycarbonyl)amino]propionic acid | 15761-38-3 | C8H15NO4 | 详情 | 详情 |
| (II) | 27515 | Methoxy(phenyl)methyl methyl ether; Dimethylacetal benzaldehyde; Benzaldehyde dimethylacetal | 1125-88-8 | C9H12O2 | 详情 | 详情 |
| (III) | 47934 | tert-butyl (2S,4S)-4-methyl-5-oxo-2-phenyl-1,3-oxazolidine-3-carboxylate | C15H19NO4 | 详情 | 详情 | |
| (IV) | 16109 | 1-bromo-4-(bromomethyl)benzene; 4-Bromobenzyl bromide | 589-15-1 | C7H6Br2 | 详情 | 详情 |
| (V) | 47935 | tert-butyl (2S,4S)-4-(4-bromobenzyl)-4-methyl-5-oxo-2-phenyl-1,3-oxazolidine-3-carboxylate | C22H24BrNO4 | 详情 | 详情 | |
| (VI) | 47936 | ethyl (2S)-2-amino-3-(4-bromophenyl)-2-methylpropanoate | C12H16BrNO2 | 详情 | 详情 | |
| (VII) | 47937 | 1,3-dichloro-5-isocyanatobenzene; 3,5-dichlorophenyl isocyanate | C7H3Cl2NO | 详情 | 详情 | |
| (VIII) | 47933 | (5R)-5-(4-bromobenzyl)-3-(3,5-dichlorophenyl)-5-methyl-2,4-imidazolidinedione | C17H13BrCl2N2O2 | 详情 | 详情 |