Diazomethane → HCID 20461679, compound

HRID 543507Notes

Reaction equation

HRID 543507 reaction equation
[F:1][CH2:2][C:3]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])([CH2:7][C:8](=[CH2:18])[CH2:9][NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]([OH:6])=[O:5].[N+](=[CH2:29])=[N-]>CCOCC>[F:1][CH2:2][C:3]([NH:19][C:20]([O:22][C:23]([CH3:26])([CH3:25])[CH3:24])=[O:21])([CH2:7][C:8](=[CH2:18])[CH2:9][NH:10][C:11]([O:13][C:14]([CH3:17])([CH3:16])[CH3:15])=[O:12])[C:4]([O:6][CH3:29])=[O:5]

Participants

4

Reactant 2

HCID 9550DiazomethaneHCID 53644007HCID 53644007, compound

Product 1

HCID 20461679HCID 20461679, compound

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

2-Fluoromethyl-2,5-di(tert-butoxycarbonylamino) 4-methylene-pentanoic acid (0.7 g) obtained in Step B above is dissolved in ether, and etheral diazomethane is added until a yellow colour persists Evaporation gives an oil (0.76 g) which is chromatographed on silica (AcOEt/petroleum ether 1:4). Yield of pure product 0.72 g.

Sources & evidence

ORD record
ord-6e642acf08ef4fd2b5e8436178a71057
Source dataset
uspto-grants-1984_05
Patent number
US04446151

Reaction notes

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