(3R,4R)-4-(2,2-dimethoxyethyl)-3-phthalimido-2-oxoazetidine → (3R,4R)-4-(2-oxoethyl)-3-phthalimido-2-oxoazetidine

HRID 851390Notes

Reaction equation

HRID 851390 reaction equation
C[O:2][CH:3](OC)[CH2:4][C@H:5]1[NH:8][C:7](=[O:9])[C@@H:6]1[N:10]1[C:14](=[O:15])[C:13]2=[CH:16][CH:17]=[CH:18][CH:19]=[C:12]2[C:11]1=[O:20]>C(O)(=O)C>[O:2]=[CH:3][CH2:4][C@H:5]1[NH:8][C:7](=[O:9])[C@@H:6]1[N:10]1[C:11](=[O:20])[C:12]2=[CH:19][CH:18]=[CH:17][CH:16]=[C:13]2[C:14]1=[O:15]

Participants

3

Reactant 1

HCID 54120711(3R,4R)-4-(2,2-dimethoxyethyl)-3-phthalimido-2-oxoazetidine

Product 1

HCID 53769960(3R,4R)-4-(2-oxoethyl)-3-phthalimido-2-oxoazetidineYield 76.1%

Reagents, catalysts & solvents 1

HCID 176Acetic AcidSolvent

Procedure

A solution of (3R,4R)-4-(2,2-dimethoxyethyl)-3-phthalimido-2-oxoazetidine (65 mg) in 80% aqueous acetic acid (1.5 ml) was heated at 64° for two hours. After evaporation of the solvent in vacuo, the residue was crystallized from a mixture of diethyl ether and ethyl acetate to afford (3R,4R)-4-(2-oxoethyl)-3-phthalimido-2-oxoazetidine (42 mg).

Workup

  1. customAfter evaporation of the solvent in vacuo
  2. customthe residue was crystallized from a mixture of diethyl ether and ethyl acetate

Sources & evidence

ORD record
ord-95cfccff91bb4bb693717fc91a3879a0
Source dataset
uspto-grants-1983_05
Patent number
US04383945

Reaction notes

Loading…