1-Bromo-3-(3-bromopropoxy)propane → [(S)-5-(2-Ethoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-carbamic acid tert-butyl ester

HRID 31049Notes

Reaction equation

HRID 31049 reaction equation
[C:1]([O:5][C:6](=[O:24])[NH:7][C@@H:8]1[C:14](=[O:15])[NH:13][C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[C:10]2[CH:20]=[CH:21][CH:22]=[CH:23][C:9]1=2)([CH3:4])([CH3:3])[CH3:2].BrC[CH2:27][CH2:28][O:29][CH2:30][CH2:31]CBr>>[C:1]([O:5][C:6](=[O:24])[NH:7][C@@H:8]1[C:14](=[O:15])[N:13]([CH2:27][CH2:28][O:29][CH2:30][CH3:31])[C:12]2[CH:16]=[CH:17][CH:18]=[CH:19][C:11]=2[C:10]2[CH:20]=[CH:21][CH:22]=[CH:23][C:9]1=2)([CH3:4])([CH3:2])[CH3:3]

Participants

3

Reactant 2

HCID 112307051-Bromo-3-(3-bromopropoxy)propaneHCID 58972520((S)-6-Oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-carbamic acid tert-butyl ester

Product 1

HCID 58972483[(S)-5-(2-Ethoxy-ethyl)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl]-carbamic acid tert-butyl ester

Procedure

Using ((S)-6-oxo-6,7-dihydro-5H-dibenzo[b,d]azepin-7-yl)-carbamic acid tert-butyl ester and 2-bromomethyl-ethyl ether, the title product was prepared in the same manner as described for example 1a (83%). Pink, viscous oil. MS: m/e=397(M+H+).

Sources & evidence

ORD record
ord-e4fc35a743ef4d149e40a0dabf7a84a9
Source dataset
uspto-grants-2008_09
Patent number
US07425551B2

Reaction notes

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