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【结 构 式】

【分子编号】38864

【品名】2-(2-hydroxy-1-[[(4-methoxybenzyl)oxy]carbonyl]decyl)acrylic acid

【CA登记号】

【 分 子 式 】C22H32O6

【 分 子 量 】392.49248

【元素组成】C 67.32% H 8.22% O 24.46%

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:(V)

p-Methoxybenzyl itaconate (III) was prepared by reaction of itaconic anhydride (I) with p-methoxybenzyl alcohol (II) at 55-60 C (1). Condensation of the lithium enolate of (III) with nonanal (IV) in THF at -78 C gave adduct (V), which upon treatment with trifluoroacetic acid underwent cyclization and benzyl ester deprotection to yield the corresponding butyrolactone as a diastereomeric mixture. The major trans isomer was finally isolated by flash chromatography.

1 Mani, N.S.; Li, J.N.; Frehywot, G.; Pizer, E.S.; Kuhajda, F.P.; Townsend, G.A.; Syntesis and antitumor activity of an inhibitor fatty acid synthase. Proceedings of the National Academy of Sciences of the United States of America 2000, 97, 7, 3450.
2 Kuhajda, F.P.; Mani, N.S.; Pasternack, G.R.; Townsend, C.A. (Johns Hopkins University); Inhibition of fatty acid synthase as a means to reduce adipocyte mass. WO 9718806 .
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) 12891 3-Methylenedihydro-2,5-furandione; Itaconic anhydride 2170-03-8 C5H4O3 详情 详情
(II) 38861 4-Methoxybenzenemethanol; (4-methoxyphenyl)methanol; 4-Methoxybenzyl alcohol; Anis alcohol; Anisyl Alcohol; 4-Anisic Alcohol; p-Anisyl alcohol; Anise alcohol 105-13-5 C8H10O2 详情 详情
(III) 38862 2-[2-[(4-methoxybenzyl)oxy]-2-oxoethyl]acrylic acid C13H14O5 详情 详情
(IV) 38863 nonanal 124-19-6 C9H18O 详情 详情
(V) 38864 2-(2-hydroxy-1-[[(4-methoxybenzyl)oxy]carbonyl]decyl)acrylic acid C22H32O6 详情 详情
Extended Information