반응 #8838

ord-5062c37bf9ad4880a95eebcce007759c

반응 방정식

[BH3-]C#N.[Na+]
sodium cyanoborohydride
CC(C)(C)OC(=O)C1(N)CCCC1
1-aminocyclopentane carboxylic acid t-butyl ester
CC(=O)O[BH-](OC(C)=O)OC(C)=O.[Na+]
sodium triacetoxyborohydride
CC(C)(C)OC(=O)C1(N)C=COC=C1
4-aminopyran-4-yl carboxylic acid t-butyl ester

반응 조건

상세 조건
See reaction.notes.procedure_details.

실험 절차

An alternative route for the preparation of some 1,3,4-trisubstituted cyclopentanes within the scope of the instant invention is given in Scheme 11. Reductive alkylation, using for example sodium triacetoxyborohydride or sodium cyanoborohydride, of a cycloalkyl amino-acid 11-2, such as 1-aminocyclopentane carboxylic acid t-butyl ester (Z=single bond) or a heterocyclic amino-acid, such as 4-aminopyran-4-yl carboxylic acid t-butyl ester (Z=O) with the ketone-alcohol 11-1 (Scheme 4) gives 11-3 and 11-4 as a mixture of C-1 isomers which may be separated. These intermediates can then be converted to the final product(s) 11-5 and/or 11-6 as described in Scheme 5.

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US07091211B2uspto-grants-2006_08