benzyl (3S)-3-([(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentanoyl]oxy)-13-methyltetradecanoate -Drug Synthesis Database

【结构式】

【分子编号】31815

【品名】benzyl (3S)-3-([(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentanoyl]oxy)-13-methyltetradecanoate

【CA登记号】

【分子式】C₃₃H₅₅NO₆

【分子量】561.80284

【元素组成】C 70.55% H 9.87% N 2.49% O 17.09%

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)

Condensation of (R)-benzyl 3-hydroxy-13-methyl tetradecanoate (I) with N-Boc-L-isoleucine (II) in the presence of dicyclohexyl carbodiimide and dimethylaminopyridine furnished the corresponding ester (III). After deprotection of the benzyl group of (III) by hydrogenation over Pd/C, the resulting carboxylic acid (IV) was attached to an oxime resin using O-(7-azabenzotriazol-1-yl)-1,1,3,3-tetramethyluronium hexafluorophosphate (HATU) to give the resin-coupled product (V).

参考文献中间体

合成目标

【1】 Yanai, M.; Suguroi, T.; Solid-phase synthesis of cyclooctadepsipeptide N-4909 using a cyclization-cleavage method with oxime resin. J Antibiot 1999, 52, 9, 835.

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(IV),(V)	31816	(3S)-3-([(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentanoyl]oxy)-13-methyltetradecanoic acid		C₂₆H₄₉NO₆	详情	详情
(I)	31814	benzyl (3R)-3-hydroxy-13-methyltetradecanoate		C₂₂H₃₆O₃	详情	详情
(II)	30009	(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentanoic acid	13139-16-7	C₁₁H₂₁NO₄	详情	详情
(III)	31815	benzyl (3S)-3-([(2S,3S)-2-[(tert-butoxycarbonyl)amino]-3-methylpentanoyl]oxy)-13-methyltetradecanoate		C₃₃H₅₅NO₆	详情	详情

Extended Information