Trifluoroacetic acid → HCID 69758975, compound

HRID 1883499Notes

Reaction equation

HRID 1883499 reaction equation
Cl.C(OC(=O)[NH:8][C@H:9]([C:16](=[O:28])[NH:17][CH2:18][CH:19]1[CH2:24][CH2:23][N:22]([C:25](=[NH:27])[NH2:26])[CH2:21][CH2:20]1)[CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)(C)(C)C.[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33]>>[F:30][C:31]([F:36])([F:35])[C:32]([OH:34])=[O:33].[NH2:8][C@@H:9]([CH:10]1[CH2:15][CH2:14][CH2:13][CH2:12][CH2:11]1)[C:16]([NH:17][CH2:18][CH:19]1[CH2:24][CH2:23][N:22]([C:25](=[NH:26])[NH2:27])[CH2:21][CH2:20]1)=[O:28]

Participants

3

Reactant 2

HCID 6422Trifluoroacetic acidHCID 69760009HCID 69760009, compound

Product 1

HCID 69758975HCID 69758975, compound

Procedure

A solution of (S)-{[(1-Carbamimidoyl-piperidin-4-ylmethyl)-carbamoyl]-cyclohexyl-methyl}-carbamic acid tert-butyl ester hydrochloric acid salt (20.0 g, 46.3 mmol) in trifluoroacetic acid (100 ml) was stirred for 12 hours at room temperature. The reaction mixture was evaporated and the residue was purified by Sephadex LH20 employing n-butanol (17): glacial acetic acid (1): water (2) as eluent. Pure fractions were combined to give the desired products. MS m/z: 296.2 (M+H)+.

Workup

  1. customThe reaction mixture was evaporated
  2. customthe residue was purified by Sephadex

Sources & evidence

ORD record
ord-2d263958ef1d402290359923d58f8706
Source dataset
uspto-grants-2004_07
Patent number
US06759420B1

Reaction notes

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