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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1481896Generated: October 30, 2026

tert-butyl N-[(3S)-2-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]carbamate → [(S)-1-(2-Methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl ester

https://huagongshe.com/reaction/1481896

Reaction equation

Participants

RoleNameHCIDCharge
Reactanttert-butyl N-[(3S)-2-oxo-2,3,4,5-tetrahydro-1H-1,5-benzodiazepin-3-yl]carbamateHCID 22881971—
Reactant1-(Bromomethyl)-2-methoxynaphthaleneHCID 43380391—
Reactant[(S)-1-(5-Bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl esterHCID 90221057—
Product[(S)-1-(2-Methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl esterHCID 9022112169.6%

Reaction Steps

In a similar manner to that described for the preparation of [(S)-1-(5-bromo-2-methoxy-naphthalen-1-ylmethyl)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl]-carbamic acid tert-butyl ester (Intermediate 5), ((S)-2-oxo-2,3,4,5-tetrahydro-1H-benzo[b][1,4]diazepin-3-yl)-carbamic acid tert-butyl ester (Intermediate 4)(400 mg, 1.44 mmol) and 1-bromomethyl-2-methoxy-naphthalene (435.15 mg, 1.733 mmol) were converted to the title compound (450 mg, 69.6%) which was obtained as a white solid. LC-MS 448 (M+H).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09409888B2
Source datasetuspto-grants-2016_08
ORD IDord-84e62759c46f43b1baf467bd18705283
Source noteuspto-grants-2016_08