Diazomethane → HCID 54289082, compound

HRID 1757725Notes

Reaction equation

HRID 1757725 reaction equation
[CH2:1]([O:8][C:9]([NH:11][CH:12]([C:21]([OH:23])=O)[CH2:13][C:14]1[CH:19]=[CH:18][C:17]([F:20])=[CH:16][CH:15]=1)=[O:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.ClC(OCC(C)C)=O.[N+:32](=[CH2:34])=[N-:33]>>[F:20][C:17]1[CH:16]=[CH:15][C:14]([CH2:13][CH:12]([NH:11][C:9](=[O:10])[O:8][CH2:1][C:2]2[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=2)[C:21](=[O:23])[CH:34]=[N+:32]=[N-:33])=[CH:19][CH:18]=1

Participants

4

Reactant 3

HCID 9550DiazomethaneHCID 62365Isobutyl chloroformateHCID 14036705HCID 14036705, compound

Product 1

HCID 54289082HCID 54289082, compound

Procedure

In a manner analogous to that described in Example 19(i). 7.70 g of N-(benzyloxycarbonyl)-3-(4-fluorophenyl)-DL-alanine were treated with isobutyl chloroformate followed by reaction with diazomethane to give 7.15g of benzyl [2-(4-fluorophenyl)-1(RS)-(2-diazoacetyl)ethyl]carbamate as a yellow solid of melting point 97° C.

Sources & evidence

ORD record
ord-e9da00f061084b10bdcfe60d4e861b8c
Source dataset
uspto-grants-1995_08
Patent number
US05446161

Reaction notes

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