Trifluoroacetic acid → HCID 19917749, compound

HRID 1755640Notes

Reaction equation

[CH2:1]([O:3][C:4]([CH2:6][C:7]1[N:8]=[C:9]([NH:12][C:13](=[O:30])[CH:14]([NH:22]C(OC(C)(C)C)=O)[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[S:10][CH:11]=1)=[O:5])[CH3:2].FC(F)(F)C(O)=O>>[CH2:1]([O:3][C:4]([CH2:6][C:7]1[N:8]=[C:9]([NH:12][C:13](=[O:30])[CH:14]([NH2:22])[CH2:15][C:16]2[CH:21]=[CH:20][CH:19]=[CH:18][CH:17]=2)[S:10][CH:11]=1)=[O:5])[CH3:2]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 19917756HCID 19917756, compound

Product 1

HCID 19917749HCID 19917749, compoundYield 93.9%

Procedure

Alternatively, by deprotecting N-(4-ethoxycarbonylmethyl-2-thi-azolyl)-3-phenyl-2-(tert-butoxycarbonyl)amino-propanamide (5 g; 11.5 mmoles), prepared as described in example 1, in the presence of trifluoroacetic acid, N-(4-ethoxycarbonylmethyl-2-thiazolyl)-2-amino-3-phenyl-propanamide (3.6 g; 93.2% yield) having the same above reported spectroscopic characteristics, was obtained.

Workup

customprepared

Sources & evidence

ORD record: ord-cb575736ac4f4501909231cd0ff135a1
Source dataset: uspto-grants-1995_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US05438046

Reaction notes

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