Reaction #59273

ord-b10b5b2464b44662a61ec1b7d73d2581

Reaction equation

CC(C)(C)OC(=O)N[C@@H]1C(=O)Nc2ccccc2-c2ccccc21
((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-carbamic acid tert-butyl ester
BrCCOCc1ccccc1
benzyl 2-bromoethyl ether
→
CC(C)(C)OC(=O)N[C@@H]1C(=O)N(CCOCc2ccccc2)c2ccccc2-c2ccccc21
title compound
CC(C)(C)OC(=O)N[C@@H]1C(=O)N(CCOCc2ccccc2)c2ccccc2-c2ccccc21
[(S)-5-(2-Benzyloxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-carbamic acid tert-butyl ester

Reactants

CC(C)(C)OC(=O)N[C@@H]1C(=O)Nc2ccccc2-c2ccccc21
((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-carbamic acid tert-butyl ester
BrCCOCc1ccccc1
benzyl 2-bromoethyl ether

Reagents

None

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Procedure

Using ((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-carbamic acid tert-butyl ester and benzyl 2-bromoethyl ether, the title compound was prepared in the same manner as described for example 1a. White crystals, mp. 132-134° C. (84%). MS: m/e=459(M+H+), mp 133° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07425551B2uspto-grants-2008_09