Synthesis of the organic ligand of the molybdenum cofactor, in protected form

被引：35

作者：

Bradshaw, B

Dinsmore, A

Ajana, W

Collison, D

Garner, CD

Joule, JA

机构：

[1] Univ Manchester, Dept Chem, Manchester M13 9PL, Lancs, England

[2] Univ Nottingham, Sch Chem, Nottingham NG7 2RD, England

来源：

JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 1 | 2001年 / 24期

关键词：

D O I：

10.1039/b108579b

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The organic ligand of the cofactor of the oxomolybdoenzymes has been synthesised in the protected and masked form, 5. The key steps in the conversion of the previously prepared 3, a protected 5-(2-amino-4-oxopteridin-6-yl)-4-(1,2-dihydroxyethyl)-1,3-dithiol-2-one were: formation of the pyran ring by reaction with a chloroformate giving a protected 8-amino-4-hydroxymethyl-6-(alkyloxycarbonyl)-5a,6,9,10-tetrahydro-[1,3]dithiolo[4',5':4,5]pyrano-[3,2-g]pteridine-2,10-dione, 10, cyanoborohydride reduction of the 11,11a-imine, protection at N-11, and finally conversion of the alcohol into a protected phosphate giving 5.

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页码：3239 / 3244

页数：6

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