(4S)-4-benzyl-3-[(2S,4E,7R)-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methyl-4-nonenoyl]-1,3-oxazolidin-2-one -Drug Synthesis Database

【结构式】

【分子编号】50592

【品名】(4S)-4-benzyl-3-[(2S,4E,7R)-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methyl-4-nonenoyl]-1,3-oxazolidin-2-one

【CA登记号】

【分子式】C₃₅H₄₉NO₆

【分子量】579.7772

【元素组成】C 72.51% H 8.52% N 2.42% O 16.56%

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：(L)

Alternatively, the chiral azido intermediate (XXXIV) can also be synthesized as follows: Alkylation of oxazolidinone (V) with 1-chloro-3-iodopropene (XLVIII) by means of LiHMDS in THF gives compound (XLIX), which is condensed with the magnesium derivative of the phenylpropyl chloride (XXX) to yield, after working up, amide (L). Bromination of (L) with NBS and phosphoric acid affords the bromolactone (LI), which by treatment with NaN3 in tripropylene glycol/water provides the azido derivative (XXXIV).

参考文献中间体

合成目标

【1】 Mealy, N.E.; Castañer, R.M.; Silvestre, J.S.; Castañer, J.; Aliskiren Fumarate. Drugs Fut 2001, 26, 12, 1139.
【2】 Stutz, S.; Herold, P. (Speedel Pharma Inc.); 2-Alkyl-5-halogen-pent-4-ene carboxylic acids and their production. WO 0109079; WO 0109083 .

中间体序号	中间体编号	品名	CAS号	分子式	供应商	用于合成
(V)	28131	(4S)-4-benzyl-3-(3-methylbutanoyl)-1,3-oxazolidin-2-one		C₁₅H₁₉NO₃	详情	详情
(XXX)	50574	4-[(2R)-2-(chloromethyl)-3-methylbutyl]-1-methoxy-2-(3-methoxypropoxy)benzene; 3-[5-[(2R)-2-(chloromethyl)-3-methylbutyl]-2-methoxyphenoxy]propyl methyl ether	324763-39-5	C₁₇H₂₇ClO₃	详情	详情
(XXXIV)	50578	(3S,5S)-5-[(1S,3S)-1-azido-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3-isopropyldihydro-2(3H)-furanone		C₂₅H₃₉N₃O₅	详情	详情
(XLVIII)	50590	(E)-1-chloro-3-iodo-1-propene		C₃H₄ClI	详情	详情
(XLIX)	50591	(4S)-4-benzyl-3-[(2S,4E)-5-chloro-2-isopropyl-4-pentenoyl]-1,3-oxazolidin-2-one		C₁₈H₂₂ClNO₃	详情	详情
(L)	50592	(4S)-4-benzyl-3-[(2S,4E,7R)-2-isopropyl-7-[4-methoxy-3-(3-methoxypropoxy)benzyl]-8-methyl-4-nonenoyl]-1,3-oxazolidin-2-one		C₃₅H₄₉NO₆	详情	详情
(LI)	50593	(3S,5S)-5-[(1R,3S)-1-bromo-3-[4-methoxy-3-(3-methoxypropoxy)benzyl]-4-methylpentyl]-3-isopropyldihydro-2(3H)-furanone		C₂₅H₃₉BrO₅	详情	详情

Extended Information