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【结 构 式】

【分子编号】59026

【品名】methyl 2-{(2S)-2-[(tert-butoxycarbonyl)amino]-1-hydroxypropyl}acrylate

【CA登记号】

【 分 子 式 】C12H21NO5

【 分 子 量 】259.30248

【元素组成】C 55.58% H 8.16% N 5.4% O 30.85%

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 Baylis-Hillman reaction between N-Boc-alaninal (I) and methyl acrylate (II) in the presence of DABCO yields the allylic alcohol adduct (III). Subsequent Mitsunobu coupling with acetic acid leads to the rearranged allylic acetate (IV). Acidic Boc group cleavage in (IV) then gives the amino ester intermediate (V).

1 Zhu, S.; et al.; Synthesis and in vitro studies of novel pyrimidinyl peptidomimetics as potential antimalarial therapeutic agents. J Med Chem 2002, 45, 16, 3491.
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) 59029 tert-butyl (1S)-1-methyl-2-oxoethylcarbamate C8H15NO3 详情 详情
(II) 14156 methyl acrylate 96-33-3 C4H6O2 详情 详情
(III) 59026 methyl 2-{(2S)-2-[(tert-butoxycarbonyl)amino]-1-hydroxypropyl}acrylate C12H21NO5 详情 详情
(IV) 59027 methyl (E,4S)-2-[(acetyloxy)methyl]-4-[(tert-butoxycarbonyl)amino]-2-pentenoate C14H23NO6 详情 详情
(V) 59028 methyl (E,4S)-2-[(acetyloxy)methyl]-4-amino-2-pentenoate C9H15NO4 详情 详情
Extended Information