4-(((tert-Butoxycarbonyl)amino)methyl)benzoic acid → N-[alpha-(1-t-butoxyformamido)-p-toluoyl]-beta-alanine benzyl ester

HRID 2248515Notes

Reaction equation

HRID 2248515 reaction equation
[C:1]([O:5][C:6]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][C:13]([C:16]([OH:18])=O)=[CH:12][CH:11]=1)=[O:7])([CH3:4])([CH3:3])[CH3:2].[CH2:19]([O:26][C:27](=[O:31])[CH2:28][CH2:29][NH2:30])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1>>[CH2:19]([O:26][C:27](=[O:31])[CH2:28][CH2:29][NH:30][C:16]([C:13]1[CH:12]=[CH:11][C:10]([CH2:9][NH:8][C:6]([O:5][C:1]([CH3:2])([CH3:3])[CH3:4])=[O:7])=[CH:15][CH:14]=1)=[O:18])[C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1

Participants

3

Reactant 2

HCID 8536054-(((tert-Butoxycarbonyl)amino)methyl)benzoic acidHCID 1116164Benzyl 3-aminopropanoate

Product 1

HCID 12097039N-[alpha-(1-t-butoxyformamido)-p-toluoyl]-beta-alanine benzyl ester

Procedure

α-(1-t-Butoxyformamido)-p-toluic acid and β-alanine benzyl ester are coupled to give N-[α-(1-t-butoxyformamido)-p-toluoyl]-β-alanine benzyl ester, m.p. 113°-116° C.

Sources & evidence

ORD record
ord-772e7d1b180d496981c577817262dcc6
Source dataset
uspto-grants-1991_08
Patent number
US05039805

Reaction notes

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