HCID 86735055, compound → HCID 13208303, compound

HRID 2071391Notes

Reaction equation

HRID 2071391 reaction equation
C([O:5][C:6](=[O:21])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:20])[CH2:13][CH:14]([S:16][C:17](=[O:19])[CH3:18])[CH3:15])(C)(C)C>FC(F)(F)C(O)=O.C1(OC)C=CC=CC=1>[C:17]([S:16][CH:14]([CH3:15])[CH2:13][C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([OH:21])=[O:5])=[O:20])(=[O:19])[CH3:18]

Participants

4

Reactant 1

HCID 86735055HCID 86735055, compound

Product 1

HCID 13208303HCID 13208303, compound

Reagents, catalysts & solvents 2

HCID 6422Trifluoroacetic acidSolventHCID 7519AnisoleSolvent

Procedure

The 1-(3-acetylthiobutanoyl)-L-proline tert-butyl ester of Example 55 (5.2 g.) is dissolved in a mixture of trifluoroacetic acid (60 ml.) and anisole (30 ml.) and the solution is kept at room temperature for 1 hour. The solvents are removed in vacuo and the residual 1-(3-acetylthiobutanoyl)-L-proline is reprecipitated from ether-hexane several times, yield 4 g.. The dicyclohexylamine salt is made by the procedure of Example 44, m.p. 175°-176°.

Workup

  1. customThe solvents are removed in vacuo
  2. customthe residual 1-(3-acetylthiobutanoyl)-L-proline is reprecipitated from ether-hexane several times, yield 4 g

Sources & evidence

ORD record
ord-eb400c4b94bb494ebe870a8bc54e2165
Source dataset
uspto-grants-1977_09
Patent number
US04046889

Reaction notes

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