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【结 构 式】

【分子编号】37326

【品名】 

【CA登记号】

【 分 子 式 】C41H58NNa13O64S11

【 分 子 量 】2240.472844

【元素组成】C 21.98% H 2.61% N 0.63% Na 13.34% O 45.7% S 15.74%

与该中间体有关的原料药合成路线共 2 条

合成路线1

该中间体在本合成路线中的序号:(XIII)

The known pentasaccharide (IX) was reacted with N-(benzyloxycarbonyl)succinimide (X) yielding carbamate (XI). Sulfation of the free hydroxyl groups of (XI) with triethylamine-sulfur trioxide complex gave the sulfated compound which, after acid cleavage of the formed N-SO3- groups, was converted to the corresponding sodium salt (XII). Hydrogenolysis of the N-benzyloxycarbonyl group then liberated amine (XIII).

1 Buijsman, R.C.; van Boeckel, C.A.A.; van der Marel, G.A.; Basten, J.E.M.; van Dinther, T.G.; van Boom, J.H.; Design and synthesis of a novel synthetic NAPAP-pentasaccharide conjugate displaying a dual antithrombotic action. Bioorg Med Chem Lett 1999, 9, 14, 2013.
2 Van Boeckel, C.A.A.; Basten, J.E.M.; Dreef-Tromp, C.M.; Buijsman, R.C. (Akzo Nobel N.V.; Universiteit Leiden); Antithrombotic cpds.. WO 9965934 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(IX) 37323   C41H71NO31 详情 详情
(X) 30663 N-benzyloxycarbonyloxysuccinimide; 1-[[(Benzyloxy)carbonyl]oxy]-2,5-pyrrolidinedione 13139-17-8 C12H11NO5 详情 详情
(XI) 37324   C49H77NO33 详情 详情
(XII) 37325   C49H64NNa13O66S11 详情 详情
(XIII) 37326   C41H58NNa13O64S11 详情 详情

合成路线2

该中间体在本合成路线中的序号:(XIII)

Amine (XIII) was coupled with the 4-(iodoacetamido)benzoic acid active ester (XIV) to produce amide (XV).

1 Buijsman, R.C.; van Boeckel, C.A.A.; van der Marel, G.A.; Basten, J.E.M.; van Dinther, T.G.; van Boom, J.H.; Design and synthesis of a novel synthetic NAPAP-pentasaccharide conjugate displaying a dual antithrombotic action. Bioorg Med Chem Lett 1999, 9, 14, 2013.
2 Van Boeckel, C.A.A.; Basten, J.E.M.; Dreef-Tromp, C.M.; Buijsman, R.C. (Akzo Nobel N.V.; Universiteit Leiden); Antithrombotic cpds.. WO 9965934 .
中间体序号 中间体编号 品名 CAS号 分子式 供应商 用于合成
(XIII) 37326   C41H58NNa13O64S11 详情 详情
(XIV) 37327 1-([4-[(2-iodoacetyl)amino]benzoyl]oxy)-2,5-dioxo-3-pyrrolidinesulfonic acid C13H11IN2O8S 详情 详情
(XV) 37328   C50H64IN2Na13O66S11 详情 详情
Extended Information