Hydrochloric Acid → 1-(2-Methyl-3-sulfanylpropanoyl)-L-proline

HRID 2419450Notes

Reaction equation

HRID 2419450 reaction equation
O1CCCCC1[S:7][CH2:8][CH:9]([CH3:20])[C:10]([N:12]1[CH2:19][CH2:18][CH2:17][C@H:13]1[C:14]([OH:16])=[O:15])=[O:11].Cl>CO>[SH:7][CH2:8][CH:9]([CH3:20])[C:10]([N:12]1[CH2:19][CH2:18][CH2:17][C@H:13]1[C:14]([OH:16])=[O:15])=[O:11]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 22804599HCID 22804599, compound

Product 1

HCID 128775471-(2-Methyl-3-sulfanylpropanoyl)-L-proline

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A solution of 1-[3-(tetrahydropyran-2-ylthio)-2-methylpropanoyl]-L-proline (1 g.) in a mixture of methanol (25 ml.) and concentrated hydrochloric acid (25 ml.) is stored at room temperature for 30 minutes. The solvents are removed in vacuo to yield 1-(3-mercapto-2-methylpropanoyl)-L-proline. Rf : 0.35 (silica gel, Benzene/acetic acid, 3:1), Rf 0.5 (silica gel, Methyl-ethylketone/acetic acid/pyridine/water 14:1:2:1) identical to the compound of Example 34.

Workup

  1. customThe solvents are removed in vacuo

Sources & evidence

ORD record
ord-e7beaac60c234e028b76a154f3072979
Source dataset
uspto-grants-1978_08
Patent number
US04105776

Reaction notes

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