Benzhydrol → 1-[3-[(diphenylmethyl)thio]-2-benzylpropanoyl]-L-proline

HRID 262570Notes

Reaction equation

HRID 262570 reaction equation
[C:1]1([CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)O)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[SH:15][CH2:16][CH:17]([CH2:28][C:29]1[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=1)[C:18]([N:20]1[CH2:27][CH2:26][CH2:25][C@H:21]1[C:22]([OH:24])=[O:23])=[O:19]>FC(F)(F)C(O)=O>[C:1]1([CH:7]([C:9]2[CH:14]=[CH:13][CH:12]=[CH:11][CH:10]=2)[S:15][CH2:16][CH:17]([CH2:28][C:29]2[CH:34]=[CH:33][CH:32]=[CH:31][CH:30]=2)[C:18]([N:20]2[CH2:27][CH2:26][CH2:25][C@H:21]2[C:22]([OH:24])=[O:23])=[O:19])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1

Participants

4

Reactant 2

HCID 7037BenzhydrolHCID 183972851-[3-Phenyl-2-(sulfanylmethyl)propanoyl]-L-proline

Product 1

HCID 543808381-[3-[(diphenylmethyl)thio]-2-benzylpropanoyl]-L-proline

Reagents, catalysts & solvents 1

HCID 6422Trifluoroacetic acidSolvent

Procedure

Diphenylmethanol (0.92 g) and 1-(3-mercapto-2-benzylpropanoyl)-L-proline (1.5 g) are dissolved in trifluoroacetic acid (10 ml) and the solution is kept at room temperature for 30 minutes. The excess trifluoroacetic acid is removed in vacuo to yield 1-[3-[(diphenylmethyl)thio]-2-benzylpropanoyl]-L-proline.

Workup

  1. customThe excess trifluoroacetic acid is removed in vacuo

Sources & evidence

ORD record
ord-668bc1d4c09040be853dfc2d5b1471b0
Source dataset
uspto-grants-1979_05
Patent number
US04154840

Reaction notes

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