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

HRID 974928Notes

Reaction equation

HRID 974928 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.C12CNCC1CCN2[C:24]([O:26][CH2:27][CH3:28])=[O:25].ClC(OCC)=O>>[CH2:1]([N:8]1[CH2:15][CH:14]2[CH:10]([CH2:11][CH2:12][N:13]2[C:24]([O:26][CH2:27][CH3:28])=[O:25])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 10928Ethyl chloroformateHCID 19969795HCID 19969795, compound

Product 1

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

Procedure

Ethyl 2,7-diazabicyclo[3.3.0]octane-2-carboxylate 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 hydrogenolyrically analogously to Example Jd). A colorless oil of boiling point 90° C./0.1 mbar is obtained.

Sources & evidence

ORD record
ord-922bcda4177b40cea8d03ec79e614adc
Source dataset
uspto-grants-1997_03
Patent number
US05607942

Reaction notes

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