benzyl (2S)-2-{[4-(benzyloxy)-3,5-dichlorobenzoyl]amino}-3-hydroxypropanoate -Drug Synthesis Database

【结构式】

【分子编号】61501

【品名】benzyl (2S)-2-{[4-(benzyloxy)-3,5-dichlorobenzoyl]amino}-3-hydroxypropanoate

【CA登记号】

【分子式】C₂₄H₂₁Cl₂NO₅

【分子量】474.33988

【元素组成】C 60.77% H 4.46% Cl 14.95% N 2.95% O 16.86%

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：(III)

Synthesis of the iodopropionic intermediate (IV) is achieved as follows. The condensation of 4-benzyloxy-3,5-dichlorobenzoic acid (I) with L-serine benzyl ester (II) by means of BOP and TEA in dichloromethane gives the benzoyl-serine (III), which is then converted into the target iodopropionic intermediate (IV) by reaction with MsCl and TEA, followed by treatment with NaI in acetone.

参考文献中间体

合成目标

【1】 Watanabe, H.; Okue, M.; Kobayashi, H.; Kitahara, T.; The first synthesis of kaitocephalin based on the structure revision. Tetrahedron Lett 2002, 43, 5, 861.

中间体序号	中间体编号	品名	分子式	供应商	用于合成
(I)	61500	4-(benzyloxy)-3,5-dichlorobenzoic acid	C₁₄H₁₀Cl₂O₃	详情	详情
(II)	38229	benzyl (2S)-2-amino-3-hydroxypropanoate	C₁₀H₁₃NO₃	详情	详情
(III)	61501	benzyl (2S)-2-{[4-(benzyloxy)-3,5-dichlorobenzoyl]amino}-3-hydroxypropanoate	C₂₄H₂₁Cl₂NO₅	详情	详情
(IV)	61502	benzyl (2R)-2-{[4-(benzyloxy)-3,5-dichlorobenzoyl]amino}-3-iodopropanoate	C₂₄H₂₀Cl₂INO₄	详情	详情

Extended Information