methyl (3S)-3-hydroxy-2,2-dimethyldecanoate -Drug Synthesis Database

【结构式】

【分子编号】42018

【品名】methyl (3S)-3-hydroxy-2,2-dimethyldecanoate

【CA登记号】

【分子式】C₁₃H₂₆O₃

【分子量】230.34764

【元素组成】C 67.79% H 11.38% O 20.84%

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)

Synthesis of intermediate (V): The condensation of octanal (II) with the trimethylsilyl ether of the enol form of methyl isobutyrate (I) by means of the chiral oxazaborolidinone catalyst (III) in THF gives 3(S)-hydroxy-2,2-dimethyldecanoic acid methyl ester (IV), which is hydrolyzed with NaOH in methanol/water to yield the acid intermediate (V).

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
(I)	42016	1-Methoxy-2-methyl-1-(trimethylsiloxy)propene;1-Methoxy-2,2-dimethyl-1-(trimethylsiloxy)ethene;1-Methoxy-1-(trimethylsilyloxy)-2-methylpropene;[(1-methoxy-2-methyl-1-propenyl)oxy](trimethyl)silane; 1-methoxy-2-methyl-1-propenyl trimethylsilyl ether ;dimethylketene methyl trimethylsilyl acetal	31469-15-5	C₈H₁₈O₂Si	详情	详情
(II)	25714	octanal	124-13-0	C₈H₁₆O	详情	详情
(III)	42017	(5R)-5-isopropyl-1-[(4-methylphenyl)sulfonyl]-1,2-azaborolidin-4-one		C₁₃H₁₈BNO₃S	详情	详情
(IV)	42018	methyl (3S)-3-hydroxy-2,2-dimethyldecanoate		C₁₃H₂₆O₃	详情	详情
(V)	42019	(3S)-3-hydroxy-2,2-dimethyldecanoic acid		C₁₂H₂₄O₃	详情	详情

Extended Information