Trifluoroacetic acid methylene chloride → HCID 70047027, compound

HRID 1937825Notes

Reaction equation

HRID 1937825 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][NH:16][C:17](=[O:49])[C@@H:18]([NH:25][C:26](=[O:48])[CH:27]([C:38](=[O:47])[NH:39][CH2:40][C:41]2[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=2)[CH2:28][C:29]2[CH:34]=[CH:33][C:32]([C:35](=[NH:37])[NH2:36])=[CH:31][CH:30]=2)[CH:19]2[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:50][C:51]([F:56])([F:55])[C:52]([OH:54])=[O:53].ClCCl>>[F:50][C:51]([F:56])([F:55])[C:52]([OH:54])=[O:53].[CH2:40]([NH:39][C:38](=[O:47])[CH:27]([CH2:28][C:29]1[CH:30]=[CH:31][C:32]([C:35](=[NH:36])[NH2:37])=[CH:33][CH:34]=1)[C:26]([NH:25][C@@H:18]([CH:19]1[CH2:24][CH2:23][CH2:22][CH2:21][CH2:20]1)[C:17](=[O:49])[NH:16][CH2:15][CH2:14][N:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)=[O:48])[C:41]1[CH:46]=[CH:45][CH:44]=[CH:43][CH:42]=1

Participants

3

Reactant 2

HCID 21863450Trifluoroacetic acid methylene chlorideHCID 131723237HCID 131723237, compound

Product 1

HCID 70047027HCID 70047027, compound

Procedure

4-(2-{2-(S)-[2-(R,S)-Benzylcarbamoyl-3-(4-carbamimidoyl-phenyl)-propionylamino]-2-cyclohexyl-acetylamino}-ethyl)-piperazine-1-carboxylic acid tert-butyl ester (30 mg, 0.04 mmol, example 6b) was treated with a mixture of trifluoroacetic acid/dichloromethane (1/1, 0.5 ml) and stirred for 20 hours. The solvent was evaporated in vacuo and the residue lyophilized to give the desired product. mp.: 196° C. (dc), MS (FAB) m/z: 576.3 ((M+H)+, 100%).

Workup

  1. customThe solvent was evaporated in vacuo

Sources & evidence

ORD record
ord-5fd61623037b467d8763d12a74b34bb5
Source dataset
uspto-grants-2002_05
Patent number
US06395737B1

Reaction notes

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