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.
引用
收藏
页码：3239 / 3244
页数：6
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