Ammonia → 1-[3-Phenyl-2-(sulfanylmethyl)propanoyl]-L-proline

Reaction equation

C([S:4][CH2:5][CH:6]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8])(=O)C.N>>[SH:4][CH2:5][CH:6]([CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:7]([N:9]1[CH2:16][CH2:15][CH2:14][C@H:10]1[C:11]([OH:13])=[O:12])=[O:8]

Participants

Reactant 2

HCID 222Ammonia

HCID 183972871-(3-acetylthio-2-benzylpropanoyl)-L-proline

Product 1

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

Procedure

1-(3-Acetylthio-2-benzylpropanoyl)-L-proline is treated with methanolic ammonia according to the procedure of Example 34 to obtain 1-(3-mercapto-2-benzylpropanoyl)-L-proline.

Sources & evidence

ORD record: ord-5c1da3d46b1644b8a1e9f8925a866188
Source dataset: uspto-grants-1977_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04046889

Reaction notes

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