Ethyl chloroformate → Ethyl 7-benzyl-2,7-diazabicyclo[3.3.0]octane-2-carboxylate

HRID 345833Notes

Reaction equation

HRID 345833 reaction equation
[CH2:1]([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][CH2:12][NH:13]2)[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.Cl[C:17]([O:19][CH2:20][CH3:21])=[O:18]>>[CH2:1]([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][CH2:12][N:13]2[C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 150700045-Benzyl-octahydro-pyrrolo[3,4-b]pyrrole

Product 1

HCID 15070027Ethyl 7-benzyl-2,7-diazabicyclo[3.3.0]octane-2-carboxylate

Procedure

7-Benzyl-2,7-diazabicyclo[3.3.0]octane (Example Jc) is reacted with ethyl chloroformate analogously to Example Oa) to give ethyl 7-benzyl-2,7-diazabicyclo[3.3.0]octane-2-carboxylate, and this is then debenzylated hydrogenolytically analogously to Example Jd). A colorless oil of boiling point 90° C./0.1 mbar is obtained.

Sources & evidence

ORD record
ord-11f7e682a4f24084bbe9185d193be591
Source dataset
uspto-grants-1991_10
Patent number
US05059597

Reaction notes

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