Reaktion #1772628

ord-0eb3cef0d1ac4549b58af9f852af7796

Reaktionsgleichung

OB(O)c1ccc(F)c(F)c1
3,4-difluorophenylboronic acid
CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)CS[C@H]1Oc1cncc(Br)c1
5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside
→
O[C@@H]1[C@@H](O)[C@H](Oc2cncc(-c3ccc(F)c(F)c3)c2)SC[C@H]1O
5-(3,4-difluorophenyl)-3-pyridinyl 5-thio-β-D-xylopyranoside

Edukte

OB(O)c1ccc(F)c(F)c1
3,4-difluorophenylboronic acid
CC(=O)O[C@@H]1[C@@H](OC(C)=O)[C@H](OC(C)=O)CS[C@H]1Oc1cncc(Br)c1
5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

By following a procedure analogous to Example 122 starting from 3,4-difluorophenylboronic acid and 5-bromo-3-pyridinyl 2,3,4-tri-O-acetyl-5-thio-β-D-xylopyranoside, 5-(3,4-difluorophenyl)-3-pyridinyl 5-thio-β-D-xylopyranoside is obtained in the form of a beige powder (yield=44%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08148407B2uspto-grants-2012_04