2-(4-methoxyphenyl)-1,5-benzothiazepine-3,4(2H,5H)-dione -Drug Synthesis Database

【结构式】

【分子编号】62453

【品名】2-(4-methoxyphenyl)-1,5-benzothiazepine-3,4(2H,5H)-dione

【CA登记号】

【分子式】C₁₆H₁₃NO₃S

【分子量】299.35016

【元素组成】C 64.2% H 4.38% N 4.68% O 16.03% S 10.71%

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：(XXXV)

The racemic thiazepinone (XXXIII) has been converted to the pure enantiomer (VIII) through a different strategy. Oxidation of hydroxy lactam (XXXIII) by means of DMSO and Ac2O produced the enol ester (XXXV). Basic hydrolysis of (XXXI) gave rise to the keto lactam (XXXV). This was then subjected to asymmetric reduction utilizing a reducing reagent generated in situ from NaBH4 and (S)-tert-leucine to afford the intermediate thiazepinone (VIII)

参考文献中间体

合成目标

【1】 Yamada, S.; Mori, Y.; Morimatsu, K.; Ishizu, Y.; Ozaki, Y.; Yoshioka, R.; Nakatani, T.; Seko, H.; Asymmetric reduction of a 1,5-benzothiazepine derivative with sodium borohydride-(S)-alpha-amino acids: An efficient synthesis of a key intermediate of diltiazem. J Org Chem 1996, 61, 24, 8586.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
	28445	(2S)-2-amino-3,3-dimethylbutyric acid	C₆H₁₃NO₂	详情	详情
(VIII)	62436	(2S,3S)-3-hydroxy-2-(4-methoxyphenyl)-2,3-dihydro-1,5-benzothiazepin-4(5H)-one	C₁₆H₁₅NO₃S	详情	详情
(XXXIII)	63413	(6-bromo-3-pyridinyl)(1,4-dioxa-8-azaspiro[4.5]dec-8-yl)methanone	C₁₃H₁₅BrN₂O₃	详情	详情
(XXXIV)	62452	2-(4-methoxyphenyl)-4-oxo-4,5-dihydro-1,5-benzothiazepin-3-yl acetate	C₁₈H₁₅NO₄S	详情	详情
(XXXV)	62453	2-(4-methoxyphenyl)-1,5-benzothiazepine-3,4(2H,5H)-dione	C₁₆H₁₃NO₃S	详情	详情

Extended Information