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【结 构 式】

【分子编号】32008

【品名】(1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (4S,5R)-2,4-diphenyl-4,5-dihydro-1,3-oxaz

【CA登记号】

【 分 子 式 】C50H50Cl3NO15

【 分 子 量 】1011.30284

【元素组成】C 59.38% H 4.98% Cl 10.52% N 1.39% O 23.73%

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:(IV)

1) The selective protection of baccatin III (I) with 2,2,2-trichloroethoxycarbonyl chloride and Li-HMDS in DMF gives 7-O-(2,2,2-trichloroethoxycarbonyl)baccatin III (II), which is condensed with the chiral oxazolidine (III) by means of DCC and DMAP in toluene affording the 13-O-oxazolidinyl derivative (III). Finally, this compound is submitted to deprotection with Zn/acetic acid and to cleavage of the oxazolidine ring with trifluoroacetic acid/acetic acid.

1 Gibson, F.S. (Bristol-Myers Squibb Co.); Synthesis of paclitaxel baccatin III by protecting the 7-hydroxyl using a strong base and an electrophile. WO 9945001 .
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) 10447 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-1,9,15-trihydroxy-10,14,17,17-tetramethyl-11-oxo-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate C31H38O11 详情 详情
(II) 10448 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-1,15-dihydroxy-10,14,17,17-tetramethyl-11-oxo-9-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-2-yl benzoate C34H39Cl3O13 详情 详情
(III) 10597 (4S,5R)-2,4-Diphenyl-4,5-dihydro-1,3-oxazole-5-carboxylic acid C16H13NO3 详情 详情
(IV) 32008 (1S,2S,3R,4S,7R,9S,10S,12R,15S)-4,12-bis(acetoxy)-2-(benzoyloxy)-1-hydroxy-10,14,17,17-tetramethyl-11-oxo-9-[[(2,2,2-trichloroethoxy)carbonyl]oxy]-6-oxatetracyclo[11.3.1.0(3,10).0(4,7)]heptadec-13-en-15-yl (4S,5R)-2,4-diphenyl-4,5-dihydro-1,3-oxaz C50H50Cl3NO15 详情 详情
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