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【结 构 式】

【分子编号】20035

【品名】4-nitrobenzyl (5R,6R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate

【CA登记号】

【 分 子 式 】C20H23N3O6S

【 分 子 量 】433.48524

【元素组成】C 55.42% H 5.35% N 9.69% O 22.15% S 7.4%

与该中间体有关的原料药合成路线共 5 条

合成路线1

该中间体在本合成路线中的序号:(XV)

1) The cyclization of ethyl 3(S)-hydroxybutanoate (I) with N-anisylcinnamylideneamine (II) gives 1-(4-anisyl)-3alpha-[1(S)-hydroxyethyl]-4-(2-phenylvinyl)azetidin-2-one (III), which is esterified with thiocarbonyldiimidazole (IV) yielding the thioester (V). The reduction of (V) with NaBH4 in hot DMSO affords 1-(4-anisyl)-3alpha-ethyl-4-(2-phenylvinyl)azetidin-2-one (VI), which is oxidized with KMnO4 - NaClO4, giving the carboxylic acid (VII). The oxidative decarboxylation of (VII) with lead tetraacetate yields 4-acetoxy-1-(4-anisyl)-3alpha-ethylazetidin-2-one (VIII), which is submitted to dearylation with ammonium cerium (IV) nitrate to afford 4-acetoxy-3alpha-ethylazetidin-2-one (IX). The condensation of (IX) with 4-nitrobenzyl 2-diazo-3-(tert-butyldimethylsilyloxy)-3-butenoate (X) gives the diazo keto ester (XI), which is cyclized yielding 4-nitrobenzyl 6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate (XII). The reaction of (XII) with diphenyl chlorophosphate affords the enol phosphate (XIII), which is condensed with N-acetylcysteamine (XIV) to give 4-nitrobenzyl ester of PS-5 (XV). Finally, this compound is deprotected by hydrogenation with H2 over Pd/C.

1 Georg, G.I.; Kant, J.; An asymmetric synthesis of carbapenem antibiotic (+)-PS-5 from ethyl 3-hydroxybutanoate. J Org Chem 1988, 53, 3, 692-5.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
16074 Diphenyl phosphoryl chloride; 1,1'-Diphenylphosphoryl chloride; Chlorodiphenyl Phosphate; Diphenyl chlorophosphate; Diphenylchlorophosphate 2524-64-3 C12H10ClO3P 详情 详情
44204 N,N-diethyl-2-propanamine; N,N-diethyl-N-isopropylamine C7H17N 详情 详情
(I) 20021 (3S)-3-Hydroxybutanoic acid ethyl ester 56816-01-4 C6H12O3 详情 详情
(II) 20022 4-methoxy-N-[(Z,2E)-3-phenyl-2-propenylidene]aniline; N-(4-methoxyphenyl)-N-[(Z,2E)-3-phenyl-2-propenylidene]amine C16H15NO 详情 详情
(III) 20023 (3S)-3-(1-hydroxyethyl)-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H21NO3 详情 详情
(IV) 11990 Di(1H-imidazol-1-yl)methanethione; 1,1'-Thiocarbonyldiimidazole 6160-65-2 C7H6N4S 详情 详情
(V) 20025 O-(1-[(3S)-1-(4-methoxyphenyl)-2-oxo-4-[(E)-2-phenylethenyl]azetidinyl]ethyl) 1H-imidazole-1-carbothioate C24H23N3O3S 详情 详情
(VI) 20026 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H21NO2 详情 详情
(VII) 20027 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxo-2-azetidinecarboxylic acid C13H15NO4 详情 详情
(VIII) 20028 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxoazetidinyl acetate C14H17NO4 详情 详情
(IX) 20029 (3R)-3-ethyl-4-oxoazetidinyl acetate C7H11NO3 详情 详情
(X) 20030 2-Diazo-3-(tert-butyldimethylsilyloxy)-3-butenoic acid 4-nitrobenzyl ester C17H23N3O5Si 详情 详情
(XI) 20031 (2R,3R)-2-Diazo-4-(3-ethyl-4-oxoazetidin-2-yl)-3-oxobutyric acid 4-nitrobenzyl ester C16H16N4O6 详情 详情
(XII) 20032 4-nitrobenzyl (5R,6R)-6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate C16H16N2O6 详情 详情
(XIII) 20033 4-nitrobenzyl (5R,6R)-3-[(diphenoxyphosphoryl)oxy]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C28H25N2O9P 详情 详情
(XIV) 20034 N-(2-sulfanylethyl)acetamide 1190-73-4 C4H9NOS 详情 详情
(XV) 20035 4-nitrobenzyl (5R,6R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H23N3O6S 详情 详情

合成路线2

该中间体在本合成路线中的序号:(XV)

2) The hydroxyethylazetidinone (III) is esterified with p-toluenesulfonyl chloride to the corresponding tosylate (XVI), which is reduced with NaBH4 to the ethylazetidinone (VI), which is oxidized with KMnO4 - NaClO4, giving the carboxylic acid (VII). The oxidative decarboxylation of (VII) with lead tetraacetate yields 4-acetoxy-1-(4-anisyl)-3alpha-ethylazetidin-2-one (VIII), which is submitted to dearylation with ammonium cerium (IV) nitrate to afford 4-acetoxy-3alpha-ethylazetidin-2-one (IX). The condensation of (IX) with 4-nitrobenzyl 2-diazo-3-(tert-butyldimethylsilyloxy)-3-butenoate (X) gives the diazo keto ester (XI), which is cyclized yielding 4-nitrobenzyl 6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate (XII). The reaction of (XII) with diphenyl chlorophosphate affords the enol phosphate (XIII), which is condensed with N-acetylcysteamine (XIV) to give 4-nitrobenzyl ester of PS-5 (XV). Finally, this compound is deprotected by hydrogenation with H2 over Pd/C.

1 Georg, G.I.; Kant, J.; An asymmetric synthesis of carbapenem antibiotic (+)-PS-5 from ethyl 3-hydroxybutanoate. J Org Chem 1988, 53, 3, 692-5.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
16074 Diphenyl phosphoryl chloride; 1,1'-Diphenylphosphoryl chloride; Chlorodiphenyl Phosphate; Diphenyl chlorophosphate; Diphenylchlorophosphate 2524-64-3 C12H10ClO3P 详情 详情
44204 N,N-diethyl-2-propanamine; N,N-diethyl-N-isopropylamine C7H17N 详情 详情
(I) 20021 (3S)-3-Hydroxybutanoic acid ethyl ester 56816-01-4 C6H12O3 详情 详情
(II) 20022 4-methoxy-N-[(Z,2E)-3-phenyl-2-propenylidene]aniline; N-(4-methoxyphenyl)-N-[(Z,2E)-3-phenyl-2-propenylidene]amine C16H15NO 详情 详情
(III) 20023 (3S)-3-(1-hydroxyethyl)-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H21NO3 详情 详情
(VI) 20026 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H21NO2 详情 详情
(VII) 20027 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxo-2-azetidinecarboxylic acid C13H15NO4 详情 详情
(VIII) 20028 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxoazetidinyl acetate C14H17NO4 详情 详情
(IX) 20029 (3R)-3-ethyl-4-oxoazetidinyl acetate C7H11NO3 详情 详情
(X) 20030 2-Diazo-3-(tert-butyldimethylsilyloxy)-3-butenoic acid 4-nitrobenzyl ester C17H23N3O5Si 详情 详情
(XI) 20031 (2R,3R)-2-Diazo-4-(3-ethyl-4-oxoazetidin-2-yl)-3-oxobutyric acid 4-nitrobenzyl ester C16H16N4O6 详情 详情
(XII) 20032 4-nitrobenzyl (5R,6R)-6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate C16H16N2O6 详情 详情
(XIII) 20033 4-nitrobenzyl (5R,6R)-3-[(diphenoxyphosphoryl)oxy]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C28H25N2O9P 详情 详情
(XIV) 20034 N-(2-sulfanylethyl)acetamide 1190-73-4 C4H9NOS 详情 详情
(XV) 20035 4-nitrobenzyl (5R,6R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H23N3O6S 详情 详情
(XVI) 20036 1-[(3S)-1-(4-methoxyphenyl)-2-oxo-4-[(E)-2-phenylethenyl]azetidinyl]ethyl 4-methylbenzenesulfonate C27H27NO5S 详情 详情

合成路线3

该中间体在本合成路线中的序号:(XV)

3) The reduction of (III) to (VI) can also be performed by treatment of (III) with methanesulfonyl chloride giving mesylate (XVII), which is treated with NaI to yield iodo derivative (XVIII). This compound is reduced to (VI) with NaBH4, which is oxidized with KMnO4 - NaClO4, giving the carboxylic acid (VII). The oxidative decarboxylation of (VII) with lead tetraacetate yields 4-acetoxy-1-(4-anisyl)-3alpha-ethylazetidin-2-one (VIII), which is submitted to dearylation with ammonium cerium (IV) nitrate to afford 4-acetoxy-3alpha-ethylazetidin-2-one (IX). The condensation of (IX) with 4-nitrobenzyl 2-diazo-3-(tert-butyldimethylsilyloxy)-3-butenoate (X) gives the diazo keto ester (XI), which is cyclized yielding 4-nitrobenzyl 6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate (XII). The reaction of (XII) with diphenyl chlorophosphate affords the enol phosphate (XIII), which is condensed with N-acetylcysteamine (XIV) to give 4-nitrobenzyl ester of PS-5 (XV). Finally, this compound is deprotected by hydrogenation with H2 over Pd/C.

1 Georg, G.I.; Kant, J.; An asymmetric synthesis of carbapenem antibiotic (+)-PS-5 from ethyl 3-hydroxybutanoate. J Org Chem 1988, 53, 3, 692-5.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
16074 Diphenyl phosphoryl chloride; 1,1'-Diphenylphosphoryl chloride; Chlorodiphenyl Phosphate; Diphenyl chlorophosphate; Diphenylchlorophosphate 2524-64-3 C12H10ClO3P 详情 详情
44204 N,N-diethyl-2-propanamine; N,N-diethyl-N-isopropylamine C7H17N 详情 详情
(I) 20021 (3S)-3-Hydroxybutanoic acid ethyl ester 56816-01-4 C6H12O3 详情 详情
(II) 20022 4-methoxy-N-[(Z,2E)-3-phenyl-2-propenylidene]aniline; N-(4-methoxyphenyl)-N-[(Z,2E)-3-phenyl-2-propenylidene]amine C16H15NO 详情 详情
(III) 20023 (3S)-3-(1-hydroxyethyl)-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H21NO3 详情 详情
(VI) 20026 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H21NO2 详情 详情
(VII) 20027 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxo-2-azetidinecarboxylic acid C13H15NO4 详情 详情
(VIII) 20028 (3R)-3-ethyl-1-(4-methoxyphenyl)-4-oxoazetidinyl acetate C14H17NO4 详情 详情
(IX) 20029 (3R)-3-ethyl-4-oxoazetidinyl acetate C7H11NO3 详情 详情
(X) 20030 2-Diazo-3-(tert-butyldimethylsilyloxy)-3-butenoic acid 4-nitrobenzyl ester C17H23N3O5Si 详情 详情
(XI) 20031 (2R,3R)-2-Diazo-4-(3-ethyl-4-oxoazetidin-2-yl)-3-oxobutyric acid 4-nitrobenzyl ester C16H16N4O6 详情 详情
(XII) 20032 4-nitrobenzyl (5R,6R)-6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate C16H16N2O6 详情 详情
(XIII) 20033 4-nitrobenzyl (5R,6R)-3-[(diphenoxyphosphoryl)oxy]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C28H25N2O9P 详情 详情
(XIV) 20034 N-(2-sulfanylethyl)acetamide 1190-73-4 C4H9NOS 详情 详情
(XV) 20035 4-nitrobenzyl (5R,6R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H23N3O6S 详情 详情
(XVII) 20037 (3S)-1-(4-methoxyphenyl)-3-(1-[[methyl(dimethylene)-lambda(6)-sulfanyl]oxy]ethyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C23H27NO3S 详情 详情
(XVIII) 20038 (3R)-3-(1-iodoethyl)-1-(4-methoxyphenyl)-4-[(E)-2-phenylethenyl]-2-azetidinone C20H20INO2 详情 详情

合成路线4

该中间体在本合成路线中的序号:(XV)

4) The reaction of phenyl thiobutyrate (XIX) with 9-borabicyclo[3.3.1]nonane (9-BBN) gives the enol ester (XX), which is condensed with the optically active imine (XXI) [prepared from 3-(trimethylsilyl)propynal (XXIII) and (S)-alpha-methylbenzylamine (XXII)] to afford the adduct (XXIV). The cyclization of (XXIV) by means of tert-butylmagnesium chloride in ether yields 3alpha-ethyl-1-(alpha-methylbenzyl)-4beta-[2-(trimethylsilyl)ethynyl]azetidin-2-one (XXV), which is deprotected with tetrabutylammonium fluoride giving the free acetylene derivative (XXVI). The partial reduction of (XXVI) with H2 over Pd-CaCO3-PbO yields the corresponding ethylene compound (XXVII), which is hydroxylated with disiamylborane (DSB) to give the 2-hydroxyethylazetidinone (XXVIII). The protection of (XXVIII) with tert-butyldimethylsilyl chloride yields the silylated compound (XXIX), which is treated with Na-NH3 to afford 3alpha-ethyl-4beta-[2-(tert-butyldimethylsilyloxy)ethyl]azetidin-2-one (XXX). The protection of (XXX) with tert-butyldimethylsilyl chloride as before gives the fully silylated compound (XXXI), which is submitted to a controlled hydrolysis yielding 3alpha-ethyl-4beta-(2-hydroxyethyl)-1-(tert-butyldimethylsilyl)azetidin-2-one (XXXII). The oxidation of (XXXII) with CrO3 - pyridine gives the acetic acid derivative (XXXIII), which is deprotected to afford 2-(3alpha-ethyl-2-oxoazetidin-4beta-yl)acetic acid (XXXIV). The reaction of (XXXIV) with carbonyldiimidazole (XXXV) gives the corresponding imidazolide (XXXVI), which is condensed with magnesium 4-nitrobenzyl malonate (XXXVII) yielding 4-nitrobenzyl 4-(3alpha-ethyl-2-oxoazetidin-4beta-yl)-3-oxobutanoate (XXXVIII). The diazotation of (XXXVIII) with 4-azidobenzoic acid (XXXIX) gives the 2-diazo-3-oxobutanoate derivative (XL), which is finally cyclized to carbapen derivative (XII) in the presence of rhodium acetate. The reaction of (XII) with diphenyl chlorophosphate affords the enol phosphate (XIII), which is condensed with N-acetylcysteamine (XIV) to give 4-nitrobenzyl ester of PS-5 (XV). Finally, this compound is deprotected by hydrogenation with H2 over Pd/C.

1 Shibasaki, M.; Ishida, Y.; Iwasaki, G.; Iimori, T.; Asymmetric synthesis of the carbapenem antibiotic (+)-PS-5. J Org Chem 1987, 52, 15, 3488-9.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
16074 Diphenyl phosphoryl chloride; 1,1'-Diphenylphosphoryl chloride; Chlorodiphenyl Phosphate; Diphenyl chlorophosphate; Diphenylchlorophosphate 2524-64-3 C12H10ClO3P 详情 详情
44204 N,N-diethyl-2-propanamine; N,N-diethyl-N-isopropylamine C7H17N 详情 详情
(XII) 20032 4-nitrobenzyl (5R,6R)-6-ethyl-3,7-dioxo-1-azabicyclo[3.2.0]heptane-2-carboxylate C16H16N2O6 详情 详情
(XIII) 20033 4-nitrobenzyl (5R,6R)-3-[(diphenoxyphosphoryl)oxy]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C28H25N2O9P 详情 详情
(XIV) 20034 N-(2-sulfanylethyl)acetamide 1190-73-4 C4H9NOS 详情 详情
(XV) 20035 4-nitrobenzyl (5R,6R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H23N3O6S 详情 详情
(XIX) 20039 S-phenyl butanethioate C10H12OS 详情 详情
(XX) 20040 (E)-1-(9-borabicyclo[3.3.1]non-9-yloxy)-1-butenyl phenyl sulfide; 9-[[(E)-1-(phenylsulfanyl)-1-butenyl]oxy]-9-borabicyclo[3.3.1]nonane C18H25BOS 详情 详情
(XXI) 20041 (1S)-1-phenyl-N-[(Z)-3-(trimethylsilyl)-2-propynylidene]-1-ethanamine; N-[(1S)-1-phenylethyl]-N-[(Z)-3-(trimethylsilyl)-2-propynylidene]amine C14H19NSi 详情 详情
(XXII) 20042 (1S)-1-phenyl-1-ethanamine; (1S)-1-phenylethylamine C8H11N 详情 详情
(XXIII) 20043 3-(trimethylsilyl)-2-propynal C6H10OSi 详情 详情
(XXIV) 20044 S-phenyl (2R,3S)-2-ethyl-3-[[(1S)-1-phenylethyl]amino]-5-(trimethylsilyl)-4-pentynethioate C24H31NOSSi 详情 详情
(XXV) 20045 (3R,4S)-3-ethyl-1-[(1S)-1-phenylethyl]-4-[2-(trimethylsilyl)ethynyl]-2-azetidinone C18H25NOSi 详情 详情
(XXVI) 20046 (3R,4S)-3-ethyl-4-ethynyl-1-[(1S)-1-phenylethyl]-2-azetidinone C15H17NO 详情 详情
(XXVII) 20047 (3R,4R)-3-ethyl-1-[(1S)-1-phenylethyl]-4-vinyl-2-azetidinone C15H19NO 详情 详情
(XXVIII) 20048 (3R,4R)-3-ethyl-4-(2-hydroxyethyl)-1-[(1S)-1-phenylethyl]-2-azetidinone C15H21NO2 详情 详情
(XXIX) 20049 (3R,4R)-4-(2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-3-ethyl-1-[(1S)-1-phenylethyl]-2-azetidinone C21H35NO2Si 详情 详情
(XXX) 20050 (3R,4R)-4-(2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-3-ethyl-2-azetidinone C13H27NO2Si 详情 详情
(XXXI) 20051 (3R,4R)-1-[tert-butyl(dimethyl)silyl]-4-(2-[[tert-butyl(dimethyl)silyl]oxy]ethyl)-3-ethyl-2-azetidinone C19H41NO2Si2 详情 详情
(XXXII) 20052 (3R,4R)-1-[tert-butyl(dimethyl)silyl]-3-ethyl-4-(2-hydroxyethyl)-2-azetidinone C13H27NO2Si 详情 详情
(XXXIII) 20053 2-[(2R,3R)-1-[tert-butyl(dimethyl)silyl]-3-ethyl-4-oxoazetidinyl]acetic acid C13H25NO3Si 详情 详情
(XXXIV) 20054 2-[(2R,3R)-3-ethyl-4-oxoazetidinyl]acetic acid C7H11NO3 详情 详情
(XXXV) 11353 1,1'-Carbonyldiimidazole; Di(1H-imidazol-1-yl)methanone; N,N-Carbonyldiimidazole; 1,1'-Carbonylbis(1H-imidazole) 530-62-1 C7H6N4O 详情 详情
(XXXVI) 20056 (3R,4R)-3-ethyl-4-[2-(1H-imidazol-1-yl)-2-oxoethyl]-2-azetidinone C10H13N3O2 详情 详情
(XXXVII) 20057 Malonic acid monoethyl ester magnesium salt C20H16MgN2O12 详情 详情
(XXXVIII) 20058 4-nitrobenzyl 4-[(2R,3R)-3-ethyl-4-oxoazetidinyl]-3-oxobutanoate C16H18N2O6 详情 详情
(XXXIX) 20059 4-azidobenzoic acid 6427-66-3 C7H5N3O2 详情 详情
(XL) 20060 (2R,3R)-2-Diazo-4-(3-ethyl-4-oxoazetidin-2-yl)-3-oxobutyric acid 4-nitrobenzyl ester C16H16N4O6 详情 详情

合成路线5

该中间体在本合成路线中的序号:(XV)

5) The esterification of olivanic acid MM-17880 (XLI) with 4-nitrobenzyl chloride (XLII) gives the corresponding ester (XLIII), which is ethoxylated with triethyloxonium tetrafluoroborate yielding the ethyl sulfate (XLIV). Elimination of sulfuric acid affords the ethylidene derivative (XLV), which is finally reduced to PS-5 4-nitrobenzyl ester (XV) by means of NaBH4.

1 Corbett, D.F.; Eglington, A.J.; Conversion of the olivanic acids into antibiotics of the PS-5 type: Use of a new carboxy protecting group. J Chem Soc Chem Commun 1980, 1083-4.
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XV) 20035 4-nitrobenzyl (5R,6R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-ethyl-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H23N3O6S 详情 详情
(XLI) 20061 3-[[2-(acetamido)ethyl]sulfanyl]-7-oxo-6-[1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylic acid C13H18N2O8S2 详情 详情
(XLII) 16866 1-(Bromomethyl)-4-nitrobenzene; para-Nitrobenzyl bromide 100-11-8 C7H6BrNO2 详情 详情
(XLIII) 20063 4-nitrobenzyl 3-[[2-(acetamido)ethyl]sulfanyl]-7-oxo-6-[1-(sulfooxy)ethyl]-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H23N3O10S2 详情 详情
(XLIV) 20064 4-nitrobenzyl (5R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-[1-[(ethoxysulfonyl)oxy]ethyl]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C22H27N3O10S2 详情 详情
(XLV) 20065 4-nitrobenzyl (5R)-3-[[2-(acetamido)ethyl]sulfanyl]-6-[(E)ethylidene]-7-oxo-1-azabicyclo[3.2.0]hept-2-ene-2-carboxylate C20H21N3O6S 详情 详情
Extended Information