Trifluoroacetic acid → HCID 69759367, compound

HRID 1883500Notes

Reaction equation

C(OC([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][NH:15][C:16](=[O:35])[C@@H:17]([NH:24][C:25]([O:27][CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)=[O:26])[CH:18]2[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19]2)[CH2:10][CH2:9]1)=O)(C)(C)C.[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39]>>[F:36][C:37]([F:42])([F:41])[C:38]([OH:40])=[O:39].[CH2:28]([O:27][C:25](=[O:26])[NH:24][C@@H:17]([CH:18]1[CH2:19][CH2:20][CH2:21][CH2:22][CH2:23]1)[C:16](=[O:35])[NH:15][CH2:14][CH:11]1[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]1)[C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 54293223HCID 54293223, compound

Product 1

HCID 69759367HCID 69759367, compoundYield 97%

Procedure

4-[(2-(S)-Benzyloxycarbonylamino-2-cyclohexyl-acetylamino)-methyl]-piperidine-1-carboxylic acid tert-butyl ester (7.15 g, 14.66 mmol, example 223 a)) was solved in trifluoracetic acid (90% in water, 100 ml). The reaction mixture was stirred for 15 h and evaporated in vacuo to give 7.1 g of the desired product (97%). MS m/z: 388.4 (M+H)+.

Workup

customevaporated in vacuo

Sources & evidence

ORD record: ord-4e138c8fc3d04780b58527b9bd02917d
Source dataset: uspto-grants-2004_07
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06759420B1

Reaction notes

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