HCID 18646534, compound → HCID 67827883, compound

HRID 2248522Notes

Reaction equation

HRID 2248522 reaction equation
[CH3:1][O:2][C:3](=[O:34])[C@H:4]([CH2:26][C:27]([O:29]C(C)(C)C)=[O:28])[NH:5][C:6](=[O:25])[C:7]1[CH:12]=[CH:11][CH:10]=[C:9]([NH:13][C:14](=[O:24])[C:15]2[CH:20]=[CH:19][C:18]([C:21](=[NH:23])[NH2:22])=[CH:17][CH:16]=2)[CH:8]=1.C(Cl)Cl.[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41]>>[F:38][C:39]([F:44])([F:43])[C:40]([OH:42])=[O:41].[C:21]([C:18]1[CH:17]=[CH:16][C:15]([C:14]([NH:13][C:9]2[CH:8]=[C:7]([CH:12]=[CH:11][CH:10]=2)[C:6]([NH:5][C@H:4]([C:3]([O:2][CH3:1])=[O:34])[CH2:26][C:27]([OH:29])=[O:28])=[O:25])=[O:24])=[CH:20][CH:19]=1)(=[NH:22])[NH2:23]

Participants

3

Reactant 2

HCID 18646534HCID 18646534, compoundHCID 21863450Trifluoroacetic acid methylene chloride

Product 1

HCID 67827883HCID 67827883, compoundYield 75%

Procedure

A solution of N-[m-(p-amidinobenzamido)benzoyl]-3-(t-butoxycarbonyl)-L-alanine methyl ester hydroidide in CH2Cl2 /trifluoroacetic acid is left to stand at room temperature for 3 hours. After removal of the solvent and recrystallization of the residue from ethanol/ether there is obtained (S)-3-[m-(p-amidinobenzamido)benzamido]-3-(methoxycarbonyl)propionic acid trifluoroacetate in the form of a colourless solid. Yield: 75%, m.p. 132°-134° C. (decomposition). MS: 413 (M+H)+.

Workup

  1. customAfter removal of the solvent and recrystallization of the residue from ethanol/ether there

Sources & evidence

ORD record
ord-763cef1c2b0a4d749401a69bc2788936
Source dataset
uspto-grants-1991_08
Patent number
US05039805

Reaction notes

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