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【结 构 式】

【分子编号】61227

【品名】methyl 2-[2-((3S)-3,6-bis{[(benzyloxy)carbonyl]amino}-5-iodohexanoyl)-1-methylhydrazino]acetate

【CA登记号】

【 分 子 式 】C26H33IN4O7

【 分 子 量 】640.47525

【元素组成】C 48.76% H 5.19% I 19.81% N 8.75% O 17.49%

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:(VI)

In a different procedure, starting from negamycin (I), protection with benzyl S-(4,6-dimethylpyrimidin-2-yl)thiol carbonate (II) yields the bis-(benzyloxycarbonyl) derivative (III). Subsequent esterification of acid (III) employing diazomethane leads to methyl ester (IV). The free hydroxyl group of (IV) is then converted to the mesylate (V) by means of methanesulfonyl chloride in cold pyridine. Further mesylate group displacement in (V) with NaI gives rise to the alkyl iodide (VI). Finally, simultaneous cleavage of the N-carbobenzoxy groups and iodide hydrogenolysis in (VI) is accomplished by hydrogenation in the presence of Pd/BaCO3.

1 Umezawa, H.; Kondo, S. (Microbial Chemistry Research Foundation); delta-Substd. negamycin derivs. and syntheses. US 4065495 .
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) 61223 2-{2-[(3R,5R)-3,6-diamino-5-hydroxyhexanoyl]-1-methylhydrazino}acetic acid C9H20N4O4 详情 详情
(II) 32266 O-benzyl S-(4,6-dimethyl-2-pyrimidinyl) carbonothioate; benzyl S-4,6-dimethylpyrimidin-2-ylthiolcarbonate C14H14N2O2S 详情 详情
(III) 61224 2-[2-((3R,5R)-3,6-bis{[(benzyloxy)carbonyl]amino}-5-hydroxyhexanoyl)-1-methylhydrazino]acetic acid C25H32N4O8 详情 详情
(IV) 61225 methyl 2-[2-((3R,5R)-3,6-bis{[(benzyloxy)carbonyl]amino}-5-hydroxyhexanoyl)-1-methylhydrazino]acetate C26H34N4O8 详情 详情
(V) 61226 methyl 2-(2-{(3R,5R)-3,6-bis{[(benzyloxy)carbonyl]amino}-5-[(methylsulfonyl)oxy]hexanoyl}-1-methylhydrazino)acetate C27H36N4O10S 详情 详情
(VI) 61227 methyl 2-[2-((3S)-3,6-bis{[(benzyloxy)carbonyl]amino}-5-iodohexanoyl)-1-methylhydrazino]acetate C26H33IN4O7 详情 详情
Extended Information