Reaktion #66285

ord-a92fc6b3d2f1426ab5b6f5f93a8d0cb6

Reaktionsgleichung

CCCN(CCC)C(=O)C1=Cc2ccc(Br)cc2N=C(NC(=O)OC(C)(C)C)C1
tert-butyl (1E,4E)-8-bromo-4-(dipropylcarbamoyl)-3H-benzo[b]azepin-2-ylcarbamate
CC1(C)OB(c2ccc(C(=O)N3C[C@H](O)[C@@H](O)C3)cc2)OC1(C)C
((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone
→
CCCN(CCC)C(=O)C1=Cc2ccc(-c3ccc(C(=O)N4C[C@H](O)[C@@H](O)C4)cc3)cc2N=C(NC(=O)OC(C)(C)C)C1
title compound
CCCN(CCC)C(=O)C1=Cc2ccc(-c3ccc(C(=O)N4C[C@H](O)[C@@H](O)C4)cc3)cc2N=C(NC(=O)OC(C)(C)C)C1
tert-butyl (1E,4E)-8-(4-((3S,4S)-3,4-dihydroxypyrrolidine-1-carbonyl)phenyl)-4-(dipropylcarbamoyl)-3H-benzo[b]azepin-2-ylcarbamate

Edukte

CCCN(CCC)C(=O)C1=Cc2ccc(Br)cc2N=C(NC(=O)OC(C)(C)C)C1
tert-butyl (1E,4E)-8-bromo-4-(dipropylcarbamoyl)-3H-benzo[b]azepin-2-ylcarbamate
CC1(C)OB(c2ccc(C(=O)N3C[C@H](O)[C@@H](O)C3)cc2)OC1(C)C
((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Vorschrift

The title compound was prepared by the procedure as described in Example 124 (Step F) using tert-butyl (1E,4E)-8-bromo-4-(dipropylcarbamoyl)-3H-benzo[b]azepin-2-ylcarbamate and ((3S,4S)-3,4-dihydroxypyrrolidin-1-yl)(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)methanone. MS APCI (+) m/z 591 (M+1) detected

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08524702B2uspto-grants-2013_09