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【结 构 式】

【分子编号】53103

【品名】(2S,3S,4R,6R)-6-{[(3aS,4R,7R,8S,9R,10R,11R,13R,15R)-10-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,14-trioxo-1-({(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl}amino)tetradecahydro-2H-oxacyclotetradecino[4,3-d][1,3]oxazol-8-yl]oxy}-4-methoxy-2,4-dimethyltetrahydro-2H-pyran-3-yl acetate

【CA登记号】n/a

【 分 子 式 】C55H86N6O15

【 分 子 量 】1071.31928

【元素组成】C 61.66% H 8.09% N 7.84% O 22.4%

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:(XXVII)

The condensation of anhydro imidazolide (XIII) with the substituted hydrazine (XXIII) generated the cyclic carbamate (XXVII). After acidic cleavage of the cladinose moiety, the resultant ketone (XXVIII) was converted to the O-methyl oxime (XXIX). The title compound was then obtained by Swern oxidation of (XXIX) followed by basic hydrolysis.

1 Kaneko, T.; McMillen, W.T.; McLaughlin, R.W.; Ripin, D.H.B.; Vanerplas, B.C. (Pfizer Inc.); Synthesis of carbamate ketolide antibiotics. EP 1088828; JP 2001151792 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XIII) 53090 (2R,3S,7R,9R,10R,11R,12S,13R)-10-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-12-{[(2R,4R,5S,6S)-5-(acetyloxy)-4-methoxy-4,6-dimethyltetrahydro-2H-pyran-2-yl]oxy}-2-ethyl-9-methoxy-3,5,7,9,11,13-hexamethyl-6,14-dioxooxa-4-cyclotetradecen-3-yl 1H-imidazole-1-carboxylate n/a C46H73N3O15 详情 详情
(XXIII) 53100 3-{1-[(1R)-3-hydrazino-1-methylpropyl]-1H-imidazol-4-yl}pyridine n/a C12H17N5 详情 详情
(XXVII) 53103 (2S,3S,4R,6R)-6-{[(3aS,4R,7R,8S,9R,10R,11R,13R,15R)-10-{[(2S,3R,4S,6R)-3-(acetyloxy)-4-(dimethylamino)-6-methyltetrahydro-2H-pyran-2-yl]oxy}-4-ethyl-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,14-trioxo-1-({(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl}amino)tetradecahydro-2H-oxacyclotetradecino[4,3-d][1,3]oxazol-8-yl]oxy}-4-methoxy-2,4-dimethyltetrahydro-2H-pyran-3-yl acetate n/a C55H86N6O15 详情 详情
(XXVIII) 53104 (2S,3R,4S,6R)-2-{[(3aS,4R,7R,8S,9S,10R,11R,13R,15R)-4-ethyl-8-hydroxy-11-methoxy-3a,7,9,11,13,15-hexamethyl-2,6,14-trioxo-1-({(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl}amino)tetradecahydro-2H-oxacyclotetradecino[4,3-d][1,3]oxazol-10-yl]oxy}-4-(dimethylamino)-6-methyltetrahydro-2H-pyran-3-yl acetate n/a C45H70N6O11 详情 详情
(XXIX) 53105 (2S,3R,4S,6R)-2-{[(3aS,4R,7R,8S,9S,10R,11R,13R,15R)-4-ethyl-8-hydroxy-11-methoxy-14-(methoxyimino)-3a,7,9,11,13,15-hexamethyl-2,6-dioxo-1-({(3R)-3-[4-(3-pyridinyl)-1H-imidazol-1-yl]butyl}amino)tetradecahydro-2H-oxacyclotetradecino[4,3-d][1,3]oxazol-10-yl]oxy}-4-(dimethylamino)-6-methyltetrahydro-2H-pyran-3-yl acetate n/a C46H73N7O11 详情 详情
Extended Information