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【结 构 式】

【分子编号】61232

【品名】ethyl 2-[2-((3R)-3,6-bis{[(benzyloxy)carbonyl]amino}hexanoyl)-1-methylhydrazino]acetate

【CA登记号】

【 分 子 式 】C27H36N4O7

【 分 子 量 】528.6056

【元素组成】C 61.35% H 6.86% N 10.6% O 21.19%

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 an alternative method, N,N'-bis-(benzyloxycarbonyl)-(R)-ornithine (I) is treated with PCl5 to afford the corresponding acid chloride, which is then converted to diazo ketone (II) with ethereal diazomethane. Rearrangement of (II) under Arndt-Eistert conditions in the presence of silver benzoate leads to the beta-lysine derivative (III). After saponification of the methyl ester (III), the resultant carboxylic acid (IV) is coupled to ethyl 1-methylhydrazinoacetate (V) via the mixed anhydride with isobutyl chloroformate, to give hydrazide (VI). Alkaline hydrolysis of the ethyl ester (VI) yields acid (VII). The N-carbobenzoxy groups are finally removed by hydrogenolysis to furnish the title compound.

1 Curran, W.V.; Boothe, J.H.; The synthesis of deoxynegamycin and some related compounds. J Antibiot 1978, 31, 9, 914.
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) 61228 (2R)-2,5-bis{[(benzyloxy)carbonyl]amino}pentanoic acid C21H24N2O6 详情 详情
(II) 61229   C22H24N4O5 详情 详情
(III) 61230 methyl (3R)-3,6-bis{[(benzyloxy)carbonyl]amino}hexanoate C23H28N2O6 详情 详情
(IV) 61219 (3R)-3,6-bis{[(benzyloxy)carbonyl]amino}hexanoic acid C22H26N2O6 详情 详情
(V) 61231 ethyl 2-(1-methylhydrazino)acetate C5H12N2O2 详情 详情
(VI) 61232 ethyl 2-[2-((3R)-3,6-bis{[(benzyloxy)carbonyl]amino}hexanoyl)-1-methylhydrazino]acetate C27H36N4O7 详情 详情
(VII) 61222 2-[2-((3R)-3,6-bis{[(benzyloxy)carbonyl]amino}hexanoyl)-1-methylhydrazino]acetic acid C25H32N4O7 详情 详情
Extended Information