Diazomethane → HCID 56619348, compound

HRID 851405Notes

Reaction equation

HRID 851405 reaction equation
[N+](=[CH2:3])=[N-].[OH:4][C:5]([C@H:8]1[C:11](=[O:12])[NH:10][C@@H:9]1[CH2:13][C:14]([OH:16])=[O:15])([CH3:7])[CH3:6]>CCOCC.CO.C(O)(=O)C>[OH:4][C:5]([C@H:8]1[C:11](=[O:12])[NH:10][C@@H:9]1[CH2:13][C:14]([O:16][CH3:3])=[O:15])([CH3:7])[CH3:6]

Participants

6

Reactant 2

HCID 9550DiazomethaneHCID 56611532HCID 56611532, compound

Product 1

HCID 56619348HCID 56619348, compound

Reagents, catalysts & solvents 3

HCID 176Acetic AcidCatalystHCID 887MethanolSolventHCID 3283Diethyl EtherSolvent

Conditions

Temperature
0 °C

Procedure

A solution of diazomethane in ether (2 ml) was added to a solution of [(2R,3S)-3-(1-hydroxy-1-methylethyl)-4-oxoazetidin-2-yl]acetic acid (23 mg) in methanol (3 ml) at 0° C. and the mixture was stirred for an hour at 0° C. Acetic acid (2 drops) was added to the mixture at 0° C. and the mixture was evaporated in vacuo to give methyl [(2R,3S)-3-(1-hydroxy-1-methylethyl)-4-oxoazetidin-2-yl]acetate (25 mg).

Workup

  1. customthe mixture was evaporated in vacuo

Sources & evidence

ORD record
ord-ff8da46c4ca043b8a78fc66573484806
Source dataset
uspto-grants-1983_05
Patent number
US04383945

Reaction notes

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