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【结 构 式】

【分子编号】25729

【品名】(1S,2R,18R,19R,22S,25R,28R,40R)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37,50-hexahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(50),9,11,14,16,29(49),30,32,34,36,38,45,47-pentadecaene-40-carboxylic acid

【CA登记号】

【 分 子 式 】C53H52Cl2N8O17

【 分 子 量 】1143.945

【元素组成】C 55.65% H 4.58% Cl 6.2% N 9.8% O 23.78%

与该中间体有关的原料药合成路线共 1 条

合成路线1

该中间体在本合成路线中的序号:(I)

A formal total synthesis of vancomycin has been reported. The known aglycon of vancomycin (I) was protected at the amino group as the allyloxy- carbonyl derivative (III) using allyloxycarbonyl succinimide (II). Then, carboxylate group was converted to allyl ester (V) with allyl bromide (IV) and KHCO3.

1 Thompson, C.; et al.; Synthesis of vancomycin from the aglycon. J Am Chem Soc 1999, 121, 6, 1237.
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) 25729 (1S,2R,18R,19R,22S,25R,28R,40R)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37,50-hexahydroxy-19-[[(2R)-4-methyl-2-(methylamino)pentanoyl]amino]-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(50),9,11,14,16,29(49),30,32,34,36,38,45,47-pentadecaene-40-carboxylic acid C53H52Cl2N8O17 详情 详情
(II) 25730 allyl 2,5-dioxo-1-pyrrolidinecarboxylate C8H9NO4 详情 详情
(III) 25731 (1S,2R,18R,19R,22S,25R,28R,40R)-19-([(2R)-2-[[(allyloxy)carbonyl](methyl)amino]-4-methylpentanoyl]amino)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37,50-hexahydroxy-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(50),9,11,14,16,29(49),30,32,34,36,38,45,47-pentadecaene-40-carboxylic acid C57H56Cl2N8O19 详情 详情
(IV) 11463 3-Bromo-1-propene; 3-Bromopropene;allyl bromide 106-95-6 C3H5Br 详情 详情
(V) 25732 allyl (1S,2R,18R,19R,22S,25R,28R,40R)-19-([(2R)-2-[[(allyloxy)carbonyl](methyl)amino]-4-methylpentanoyl]amino)-22-(2-amino-2-oxoethyl)-5,15-dichloro-2,18,32,35,37,50-hexahydroxy-20,23,26,42,44-pentaoxo-7,13-dioxa-21,24,27,41,43-pentaazaoctacyclo[26.14.2.2(3,6).2(14,17).1(8,12).1(29,33).0(10,25).0(34,39)]pentaconta-3,5,8(50),9,11,14,16,29(49),30,32,34,36,38,45,47-pentadecaene-40-carboxylate C60H60Cl2N8O19 详情 详情
Extended Information