Trifluoroacetic acid → Nalpha-(2-acetylthiomethyl-5-aminopentanoyl)-L-lysine trifluoroacetate

HRID 1448002Notes

Reaction equation

C([O:5][C:6](=[O:45])[C@H:7]([CH2:33][CH2:34][CH2:35][CH2:36][NH:37]C(OC(C)(C)C)=O)[NH:8][C:9](=[O:32])[CH:10]([CH2:27][S:28][C:29](=[O:31])[CH3:30])[CH2:11][CH2:12][CH2:13][NH:14]C(OCC1C=CC(OC)=CC=1)=O)(C)(C)C.[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49]>>[F:46][C:47]([F:52])([F:51])[C:48]([OH:50])=[O:49].[C:29]([S:28][CH2:27][CH:10]([CH2:11][CH2:12][CH2:13][NH2:14])[C:9]([NH:8][C@H:7]([C:6]([OH:45])=[O:5])[CH2:33][CH2:34][CH2:35][CH2:36][NH2:37])=[O:32])(=[O:31])[CH3:30]

Participants

Reactant 2

HCID 6422Trifluoroacetic acid

HCID 86736008Nalpha-[2-acetylthiomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-Nepsilon-tert-butyloxycarbonyl-L-lysine tert-butyl ester

Product 1

HCID 22805334Nalpha-(2-acetylthiomethyl-5-aminopentanoyl)-L-lysine trifluoroacetate

Procedure

A solution of Nα -[2-acetylthiomethyl-5-(p-methoxybenzyloxycarbonylamino)pentanoyl]-Nε -tert-butyloxycarbonyl-L-lysine tert-butyl ester (1 g) in trifluoroacetic acid (5 ml) is stored at room temperature for one hour and then concentrated to dryness in vacuo to yield Nα -(2-acetylthiomethyl-5-aminopentanoyl)-L-lysine trifluoroacetate.

Workup

concentrationconcentrated to dryness in vacuo

Sources & evidence

ORD record: ord-dce0ddf91ae14e20aaecfdd2744111fa
Source dataset: uspto-grants-1979_12
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04179434

Reaction notes

Loading…