methyl (12R)-12-[[(benzyloxy)carbonyl]amino]-8-formyl-2,2-dimethyl-5,7-dioxa-8-aza-2-silatridecan-13-oate -Drug Synthesis Database

【结构式】

【分子编号】42029

【品名】methyl (12R)-12-[[(benzyloxy)carbonyl]amino]-8-formyl-2,2-dimethyl-5,7-dioxa-8-aza-2-silatridecan-13-oate

【CA登记号】

【分子式】C₂₁H₃₄N₂O₇Si

【分子量】454.59574

【元素组成】C 55.48% H 7.54% N 6.16% O 24.64% Si 6.18%

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：(XVI)

Synthesis of intermediate (XVI): The reaction of the nitrone (XIII) first with hydroxylamine and then with formic acid gives hydroxamate (XIV), which is protected with 2-(trimethylsilylethoxymethyl chloride (A), DIEA and DMAP in CH2Cl2 to affords the protected ester (XV). Finally the methyl ester group of (XV) is hydrolyzed with NaOH in THF/water to afford the acid intermediate (XVI).

参考文献中间体

合成目标

【1】 Yokokawa, F.; et al.; Total synthesis of amamistatin A, an antiproliferative linear peptide from an actinomycete. Tetrahedron 2000, 56, 19, 3027.

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)	42027	((4R)-4-[[(benzyloxy)carbonyl]amino]-5-methoxy-5-oxopentyl)(1-methylethylidene)ammoniumolate		C₁₇H₂₄N₂O₅	详情	详情
(XIV)	42028	methyl (2R)-2-[[(benzyloxy)carbonyl]amino]-5-[formyl(hydroxy)amino]pentanoate		C₁₅H₂₀N₂O₆	详情	详情
(XV)	27243	[2-(chloromethoxy)ethyl](trimethyl)silane	76513-69-4	C₆H₁₅ClOSi	详情	详情
(XVI)	42029	methyl (12R)-12-[[(benzyloxy)carbonyl]amino]-8-formyl-2,2-dimethyl-5,7-dioxa-8-aza-2-silatridecan-13-oate		C₂₁H₃₄N₂O₇Si	详情	详情
(XVII)	42030	(12R)-12-[[(benzyloxy)carbonyl]amino]-8-formyl-2,2-dimethyl-5,7-dioxa-8-aza-2-silatridecan-13-oic acid		C₂₀H₃₂N₂O₇Si	详情	详情

Extended Information