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【结 构 式】 
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【分子编号】30156 【品名】1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate 【CA登记号】 |
【 分 子 式 】C9H16F3N3O4S 【 分 子 量 】319.3050696 【元素组成】C 33.85% H 5.05% F 17.85% N 13.16% O 20.04% S 10.04% |
合成路线1
该中间体在本合成路线中的序号：(VIII)The cyclization of the diazo azetidinone (I) by means of a Rhodium catalyst in dichloromethane gives the -methyl-2-oxocarbapenam derivative (II), which is treated with methanesulfonic anhydride and TEA in dichloromethane yielding the enol triflate (II). The silylation of the OH group of (III) with triethylsilyl triflate and TEA affords the silyl ether (IV), which is condensed with the fluorenone boronic acid (V) by means of KOH and a Pd catalyst giving the adduct (VI) (1). The mesylation of (VI) with MsCl and TEA in dichloromethane, followed by reaction with NaI in acetone yields the iodomethyl compound (VII), which is condensed with 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)acetamide triflate (VIII) by means of silver triflate in THF/acetonitrile to afford the protected intermediate (IX). Finally, this compound is deprotected first with HCl in THF/water and then by hydrogenation with H2 over Rh/C. The intermediate 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)acetamide triflate (VIII) has been obtained as follows: The condensation of 1,4-diazabicyclo[2.2.2]octane (X) with 2-bromoacetamide (XI) in acetonitrile gives 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)acetamide bromide (XII), which is then treated with silver triflate in acetonitrile/methanol to yield (VIII).
| 【1】 DiNinno, F.; Laub, J.B.; Greenlee, M.L.; Rouen, G.P.; Hammond, G.G.; Sundelof, J.G.; Hammond, M.L.; Huber, J.L.; Dicationic 2-fluorenylcarbapenems: Potent anti-MRS agents with improved solubility and pharmacokinetic properties. Bioorg Med Chem Lett 1999, 9, 22, 3225. |
| 【2】 Greenlee, M.L.; Dininno, F.P.; Hammond, M.L. (Merck & Co., Inc.); 1-beta-Methyl-carbapenem, compsns. containing same and methods of use. US 5451579; WO 9521841 . |
| 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) | 38749 | 4-nitrobenzyl (4R)-2-diazo-4-[(2R,3S)-3-[(1R)-1-hydroxyethyl]-4-oxoazetidinyl]-3-oxopentanoate | C17H18N4O7 | 详情 | 详情 | |
| (II) | 37720 | 4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate | C17H18N2O7 | 详情 | 详情 | |
| (III) | 38750 | 4-nitrobenzyl (4R,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-7-oxo-3-[[(trifluoromethyl)sulfonyl]oxy]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C18H17F3N2O9S | 详情 | 详情 | |
| (IV) | 38751 | 4-nitrobenzyl (4R,5R,6S)-4-methyl-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-3-[[(trifluoromethyl)sulfonyl]oxy]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C24H31F3N2O9SSi | 详情 | 详情 | |
| (V) | 38752 | 7-(hydroxymethyl)-9-oxo-9H-fluoren-3-ylboronic acid | C14H11BO4 | 详情 | 详情 | |
| (VI) | 38753 | 4-nitrobenzyl (4S,5R,6S)-3-[7-(hydroxymethyl)-9-oxo-9H-fluoren-3-yl]-4-methyl-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C37H40N2O8Si | 详情 | 详情 | |
| (VII) | 38754 | 4-nitrobenzyl (4S,5R,6S)-3-[7-(iodomethyl)-9-oxo-9H-fluoren-3-yl]-4-methyl-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C37H39IN2O7Si | 详情 | 详情 | |
| (VIII) | 30156 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate | C9H16F3N3O4S | 详情 | 详情 | |
| (IX) | 38755 | 1-(2-amino-2-oxoethyl)-4-[[6-((4S,5R,6S)-4-methyl-2-[[(4-nitrobenzyl)oxy]carbonyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl)-9-oxo-9H-fluoren-2-yl]methyl]-1,4-diazoniabicyclo[2.2.2]octane di(trifluoromethanesulfonate | C47H55F6N5O14S2Si | 详情 | 详情 | |
| (X) | 28358 | 1,4-diazabicyclo[2.2.2]octane | 280-57-9 | C6H12N2 | 详情 | 详情 |
| (XI) | 38747 | 2-bromoacetamide | 683-57-8 | C2H4BrNO | 详情 | 详情 |
| (XII) | 38748 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane bromide | C8H16BrN3O | 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 mesylation of carbapenem (I) with MsCl and TEA in dichloromethane, followed by reaction with NaI in acetone yields the iodomethyl compound (II), which is condensed with 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)acetamide triflate (III) by means of silver triflate in THF/acetonitrile to afford the protected intermediate (IV). Finally, this compound is deprotected first with HCl in THF/water and then by hydrogenation with H2 over Rh/C The intermediate 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)acetamide triflate (III) has been obtained as follows: The condensation of 1,4-diazabicyclo[2.2.2]octane (V) with 2-bromoacetamide (VI) in acetonitrile gives 2-(4-aza-1-azoniabicyclo[2.2.2]octan-1-yl)acetamide bromide (VII), which is then treated with silver triflate in acetonitrile/methanol to yield (III).
| 【1】 DiNinno, F.; Laub, J.B.; Greenlee, M.L.; Rouen, G.P.; Hammond, G.G.; Sundelof, J.G.; Hammond, M.L.; Huber, J.L.; Dicationic 2-fluorenylcarbapenems: Potent anti-MRS agents with improved solubility and pharmacokinetic properties. Bioorg Med Chem Lett 1999, 9, 22, 3225. |
| 【2】 Greenlee, M.L.; Dininno, F.P.; Hammond, M.L. (Merck & Co., Inc.); 1-beta-Methyl-carbapenem, compsns. containing same and methods of use. US 5451579; WO 9521841 . |
| 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) | 38629 | 4-nitrobenzyl (5R,6S)-3-[7-(hydroxymethyl)-9-oxo-9H-fluoren-3-yl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C36H38N2O8Si | 详情 | 详情 | |
| (II) | 38745 | 4-nitrobenzyl (5R,6S)-3-[7-(iodomethyl)-9-oxo-9H-fluoren-3-yl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C36H37IN2O7Si | 详情 | 详情 | |
| (III) | 30156 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate | C9H16F3N3O4S | 详情 | 详情 | |
| (IV) | 38746 | 1-(2-amino-2-oxoethyl)-4-[[6-((5R,6S)-2-[[(4-nitrobenzyl)oxy]carbonyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl)-9-oxo-9H-fluoren-2-yl]methyl]-1,4-diazoniabicyclo[2.2.2]octane di(trifluoromethanesulfonate) | C46H53F6N5O14S2Si | 详情 | 详情 | |
| (V) | 28358 | 1,4-diazabicyclo[2.2.2]octane | 280-57-9 | C6H12N2 | 详情 | 详情 |
| (VI) | 38747 | 2-bromoacetamide | 683-57-8 | C2H4BrNO | 详情 | 详情 |
| (VII) | 38748 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane bromide | C8H16BrN3O | 详情 | 详情 |
合成路线3
该中间体在本合成路线中的序号：(XLV)Mitsunobu coupling of hydroxymethyl carbapenem (XXX) with protected sultam (VIIIa) produced adduct (XLIII), which was desilylated with trifluoromethanesulfonic acid to give alcohol (XLIV). Conversion of (XLIV) to the corresponding triflate, followed by condensation with 1-carbamoylmethyl-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate (XLV) furnished bisam-monium salt (XLVI). Finally, cleavage of the allyl groups of (XLVI) in the presence of Pd catalyst yielded the title compound.
| 【1】 Morgan, J.D.; Wilkenning, R.R.; Santorelli, G.M.; Parker, D.L. Jr.; Hammond, M.L.; Wildonger, K.J.; Ratcliffe, R.W.; Blizzard, T.A.; Waddell, S.T.; Synthesis and properties of 2-(naphthosultamyl)met. Bioorg Med Chem Lett 1999, 9, 5, 679. |
| 【2】 Wilkening, R.R.; Ratcliffe, R.W.; Blizzard, T.A. (Merck & Co., Inc.); Carbapenem antibacterial cpds., compsns. containing such cpds. and methods of treatment. EP 0906313; JP 1999508279; US 5756725; WO 9740048 . |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIIIa) | 23835 | 6-[3-(trimethylsilyl)propyl]-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione; 6-[2-[(trimethylsilyl)oxy]ethyl]-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C15H19NO3SSi | 详情 | 详情 | |
| (XXX) | 23834 | allyl (4S,5R,6S)-6-((1R)-1-[[(allyloxy)carbonyl]oxy]ethyl)-3-(hydroxymethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C18H23NO7 | 详情 | 详情 | |
| (XLIII) | 30155 | allyl (4S,5R,6S)-6-((1R)-1-[[(allyloxy)carbonyl]oxy]ethyl)-3-[[1,1-dioxo-6-[3-(trimethylsilyl)propyl]-2H-naphtho[1,8-cd]isothiazol-2(1H)-yl]methyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C34H42N2O8SSi | 详情 | 详情 | |
| (XLIV) | 23837 | allyl (4S,5R,6S)-6-((1R)-1-[[(allyloxy)carbonyl]oxy]ethyl)-3-[[6-(2-hydroxyethyl)-1,1-dioxo-2H-naphtho[1,8-cd]isothiazol-2(1H)-yl]methyl]-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate | C30H32N2O9S | 详情 | 详情 | |
| (XLV) | 30156 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate | C9H16F3N3O4S | 详情 | 详情 | |
| (XLVI) | 30157 | 1-[2-(2-[[(4S,5R,6S)-2-[(allyloxy)carbonyl]-6-((1R)-1-[[(allyloxy)carbonyl]oxy]ethyl)-4-methyl-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]methyl]-1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl)ethyl]-4-(2-amino-2-oxoethyl)-1,4-diazonia | C40H47F6N5O15S3 | 详情 | 详情 |
合成路线4
该中间体在本合成路线中的序号：(XLV)Coupling of carbapenem (XLII) with sultam (VIIIb) under Mitsunobu conditions gave adduct (XLVII), which was desylilated to yield alcohol (XLVIII). Formation of the corresponding triflate, followed by condensation with bicyclic compound (XLV) provided (II), which was converted to (L) upon treatment with HCl and NaCl. The p-nitrobenzyl ester of (L) was finally deprotected by hydrogenation over Pd/C to provide the title carboxylic acid. A further procedure to obtain the target compound is to repeat the described synthesis but using carbapenem (XXXVII), instead of carbapenem (XLII).
| 【1】 Yasuda, N.; et al.; Preparation of anti-MRS carbapenem L-786,392. 38th Intersci Conf Antimicrob Agents Chemother (Sept 24 1998, San Diego) 1998, Abst F-31. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| (VIIIb) | 30125 | 6-[2-[(triethylsilyl)oxy]ethyl]-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C18H25NO3SSi | 详情 | 详情 | |
| (IL) | 30160 | 1-(2-amino-2-oxoethyl)-4-(2-[2-[((4S,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl)methyl]-1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl]ethyl)-1,4-diazonia | C46H58F6N6O15S3Si | 详情 | 详情 | |
| (XLII) | 30154 | (4S,5R,6S)-3-(hydroxymethyl)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-7-one | C24H34N2O7Si | 详情 | 详情 | |
| (XLV) | 30156 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate | C9H16F3N3O4S | 详情 | 详情 | |
| (XLVII) | 30158 | 2-[((4S,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl)methyl]-6-[2-[(triethylsilyl)oxy]ethyl]-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C42H57N3O9SSi2 | 详情 | 详情 | |
| (XLVIII) | 30159 | 6-(2-hydroxyethyl)-2-[((4S,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl)methyl]-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C36H43N3O9SSi | 详情 | 详情 | |
| (L) | 30161 | 1-(2-amino-2-oxoethyl)-4-[2-[2-([(4S,5R,6S)-6-[(1R)-1-hydroxyethyl]-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-en-3-yl]methyl)-1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl]ethyl]-1,4-diazoniabicyclo[2.2.2 | C39H44ClF3N6O12S2 | 详情 | 详情 |
合成路线5
该中间体在本合成路线中的序号：(IX)The chlorosulfonation of 1-methylnaphthalene (I) with chlorosulfonic acid gives 4-methylnaphthalen-1-ylsulfonyl chloride (II), which is nitrated with nitric and sulfuric acids yielding the 8-nitro derivative (III). The reaction of (III) with benzylamine and K2CO3 affords the corresponding sulfonamide (IV), which is cyclized by hydrogenation with formic and Pd/C giving the methylnaphthosultam (VI). The reaction of (VI) with lithium diisopropylamide (LDA) and CO2 yields the carboxymethyl derivative (VII), which is reduced with NaBH4 and BF3 ethearate affording the 2-hydroxyethyl derivative (VIII). Finally, this compound is condensed with 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate (IX) by means of trifluromethanesulfonic anhydride in acetonitrile to provide the desired naphthosultam intermediate (X). Compound (XI) is obtained by condensation of quinuclidine (XI) with chloroacetamide (XII) by means of sodium trilfluoromethanesulfonate in refluxing acetonitrile. Alternatively, 4-methylnaphthalen-1-ylsulfonyl chloride (II) can be condensed with diethylamine giving the corresponding sulfonamide (XIII), which is nitrated with nitric and sulfuric acids yielding the 8-nitro derivative (XIV). Finally, this compound is cyclized to the previously reported naphthosultam (VI) by hydrogenation with H2 or potassium formate over Pd/C.
| 【1】 Miller, R.A.; et al.; A practical an efficient preparation of the releasable naphthosultan side chain of a novel anti -MRSA carbapenem. J Org Chem 2000, 65, 5, 1399. |
| 中间体序号 | 中间体编号 | 品名 | CAS号 | 分子式 | 供应商 | 用于合成 |
|---|---|---|---|---|---|---|
| 15147 | Benzylamine; Phenylmethanamine | 100-46-9 | C7H9N | 详情 | 详情 | |
| (I) | 30117 | 1-methylnaphthalene | 90-12-0 | C11H10 | 详情 | 详情 |
| (II) | 30118 | 4-methyl-1-naphthalenesulfonyl chloride | C11H9ClO2S | 详情 | 详情 | |
| (III) | 35501 | 4-methyl-8-nitro-1-naphthalenesulfonyl chloride | C11H8ClNO4S | 详情 | 详情 | |
| (IV) | 35500 | N-benzyl-4-methyl-8-nitro-1-naphthalenesulfonamide | C18H16N2O4S | 详情 | 详情 | |
| (V) | 35503 | 2-benzyl-6-methyl-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C18H15NO2S | 详情 | 详情 | |
| (VI) | 30121 | 6-methyl-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C11H9NO2S | 详情 | 详情 | |
| (VII) | 30122 | 2-(1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl)acetic acid | C12H9NO4S | 详情 | 详情 | |
| (VIII) | 30123 | 6-(2-hydroxyethyl)-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C12H11NO3S | 详情 | 详情 | |
| (IX) | 30156 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate | C9H16F3N3O4S | 详情 | 详情 | |
| (X) | 35505 | 1-(2-amino-2-oxoethyl)-4-[2-(1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl)ethyl]-1,4-diazoniabicyclo[2.2.2]octane di(trifluoromethanesulfonate) | C22H26F6N4O9S3 | 详情 | 详情 | |
| (XI) | 28358 | 1,4-diazabicyclo[2.2.2]octane | 280-57-9 | C6H12N2 | 详情 | 详情 |
| (XII) | 28964 | 2-chloroacetamide | 79-07-2 | C2H4ClNO | 详情 | 详情 |
| (XIII) | 35502 | 4-methyl-N,N-dipropyl-1-naphthalenesulfonamide | C17H23NO2S | 详情 | 详情 | |
| (XIV) | 35499 | 4-methyl-8-nitro-N,N-dipropyl-1-naphthalenesulfonamide | C17H22N2O4S | 详情 | 详情 |
合成路线6
该中间体在本合成路线中的序号：(VI)Several improvements is the synthesis of 258849 have been developed: The reaction of stannatrane chloride (I) with Et2Zn and CH2I2 in HF gives iodomethylstannatrane (II), which is condensed with the naphthosultam (III) (intermediate (VII) in previous synthesis of 258849, scheme 25884901a) by means of K2CO3 in DMF yielding the stannatrane derivative (IV). The reaction of (IV) with Tf2O and lutidine in dichloromethane affords the corresponding ester (V), which is condensed with 1-(carbamoylmethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate (VI) (intermediate (XLV) in scheme 25884901g) giving the stannatrane derivative (VII). The condensation of intermediate (VII) with carbapenem triflate (VIII) (intermediate (XLI) in scheme 25884901f) by means of a Pd catalyst in acetonitrile provides the protected carbapenem derivative (IX) (intermediate (II) in scheme 25884902a). Finally, this compound is deprotected first with HCl to eliminate the silyl group and then with H2 over Pd/C to eliminate the p-nitrobenzyl group.
| 【1】 Jensen, M.S.; et al.; Synthesis of an anti-methicillin-resistant Staphylococcus aureus (MRSA) carbapenem via stannatrane-mediated Stille coupling. Org Lett 2000, 2, 8, 1081. |
| 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) | 36871 | 5-chloro-1-aza-5-stannabicyclo[3.3.3]undecane | C9H18ClNSn | 详情 | 详情 | |
| (II) | 36872 | 5-(iodomethyl)-1-aza-5-stannabicyclo[3.3.3]undecane | C10H20INSn | 详情 | 详情 | |
| (III) | 30123 | 6-(2-hydroxyethyl)-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C12H11NO3S | 详情 | 详情 | |
| (IV) | 36873 | 2-(1-aza-5-stannabicyclo[3.3.3]undec-5-ylmethyl)-6-(2-hydroxyethyl)-2H-naphtho[1,8-cd]isothiazole-1,1(2H)-dione | C22H30N2O3SSn | 详情 | 详情 | |
| (V) | 36874 | 2-[2-(1-aza-5-stannabicyclo[3.3.3]undec-5-ylmethyl)-1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl]ethyl trifluoromethanesulfonate | C23H29F3N2O5S2Sn | 详情 | 详情 | |
| (VI) | 30156 | 1-(2-amino-2-oxoethyl)-4-aza-1-azoniabicyclo[2.2.2]octane trifluoromethanesulfonate | C9H16F3N3O4S | 详情 | 详情 | |
| (VII) | 36875 | 1-(2-amino-2-oxoethyl)-4-[2-[2-(1-aza-5-stannabicyclo[3.3.3]undec-5-ylmethyl)-1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl]ethyl]-1,4-diazoniabicyclo[2.2.2]octane | C30H45N5O3SSn | 详情 | 详情 | |
| (VIII) | 30153 | (4R,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl trifluoromethanesulfonate | C24H31F3N2O9SSi | 详情 | 详情 | |
| (IX) | 30160 | 1-(2-amino-2-oxoethyl)-4-(2-[2-[((4S,5R,6S)-4-methyl-2-[2-(4-nitrobenzyloxy)acetyl]-7-oxo-6-[(1R)-1-[(triethylsilyl)oxy]ethyl]-1-azabicyclo[3.2.0]hept-2-en-3-yl)methyl]-1,1-dioxo-1,2-dihydro-2H-naphtho[1,8-cd]isothiazol-6-yl]ethyl)-1,4-diazonia | C46H58F6N6O15S3Si | 详情 | 详情 |