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【结 构 式】

【分子编号】44902

【品名】(2R)-2-(acetamido)-3-[[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl]sulfanyl]propionic acid

【CA登记号】135304-07-3

【 分 子 式 】C20H33NO3S

【 分 子 量 】367.55296

【元素组成】C 65.36% H 9.05% N 3.81% O 13.06% S 8.72%

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)

The alkylation of N-acetyl-L-cysteine (I) with farnesyl bromide (II) in methanolic ammonia provided the corresponding farnesyl thioether (III). After activation of the S-alkylated acid (III) as the mixed anhydride (IV) using isobutyl chloroformate and N-methylmorpholine, reaction with diazomethane yielded the diazomethyl ketone (V). This was then converted into the title chloromethyl ketone by treatment with HCl in ethyl acetate.

1 Narla, R.K.; Uckun, F.M.; Perrey, D.A.; Cysteine chloromethyl and diazomethyl ketone derivatives with potent anti-leukemic activity. Bioorg Med Chem Lett 2000, 10, 6, 547.
2 Narla, R.K.; Uckun, F.M.; Perry, D.A. (Parker Hughes Institute); Alkyl ketones as potent anti-cancer agents. WO 0000469 .
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) 43592 (2R)-2-(acetamido)-3-sulfanylpropionic acid C5H9NO3S 详情 详情
(II) 27414 (2E,6E)-1-bromo-3,7,11-trimethyl-2,6,10-dodecatriene C15H25Br 详情 详情
(III) 44902 (2R)-2-(acetamido)-3-[[(2E,6E)-3,7,11-trimethyl-2,6,10-dodecatrienyl]sulfanyl]propionic acid 135304-07-3 C20H33NO3S 详情 详情
(IV) 44903   C25H41NO5S 详情 详情
(V) 44904   C21H33N3O2S 详情 详情
Extended Information