Реакция #76121

ord-8ebdd26338054b0dbf3310893b81c23d

Уравнение реакции

BrP(Br)Br
phosphorus tribromide
CC(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(C)=O
3′,5′-di-O-acetyladenosine
CCOCC.FB(F)F
boron trifluoride etherate
→
CC(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](OC(C)=O)[C@H]1Br
title compound
CC(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](OC(C)=O)[C@H]1Br
9-(2,5,-Di-O-acetyl-3-bromo-3-deoxy-β-D-xylofuranosyl)adenine

Реактанты

BrP(Br)Br
phosphorus tribromide
—
acyloxonium
CC(=O)OC[C@H]1O[C@@H](n2cnc3c(N)ncnc32)[C@H](O)[C@@H]1OC(C)=O
3′,5′-di-O-acetyladenosine
CCOCC.FB(F)F
boron trifluoride etherate

Реагенты

Нет

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Методика

This compound is prepared by a in situ acyloxonium ion generated by treating 3′,5′-di-O-acetyladenosine with boron trifluoride etherate followed by phosphorus tribromide according to the procedure of Kondo, K., Adachi, T., and Inoue, I. (1977), J. Org. Chem., 42:3967. The title compound can also be formed by treating adenosine with tetraacetoxysilane and phosphorus tribromide in the presence of boron trifluoride etherate.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US06699979B2uspto-grants-2004_03