L-Proline → 1-[2-mercaptomethyl-5-hydroxy-6-methylheptanoyl]-L-proline

HRID 1764476Notes

Reaction equation

C([S:4][CH2:5][CH:6]([CH2:17][CH2:18][CH:19]([OH:23])[CH:20]([CH3:22])[CH3:21])[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.N1CCC[C@H]1C(O)=O>>[SH:4][CH2:5][CH:6]([CH2:17][CH2:18][CH:19]([OH:23])[CH:20]([CH3:21])[CH3:22])[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 145742L-Proline

HCID 543289601-[2-(acetylthiomethyl)-5-hydroxy-6-methylheptanoyl]-L-proline

Product 1

HCID 537047441-[2-mercaptomethyl-5-hydroxy-6-methylheptanoyl]-L-proline

Procedure

By substituting 1-[2-(acetylthiomethyl)-5-hydroxy-6-methylheptanoyl]-L-proline for the 1-3-acetylthio-2-(methylthiomethyl)propanoyl]-L-proline in the procedure of Example 17, 1-[2-mercaptomethyl-5-hydroxy-6-methylheptanoyl]-L-proline is obtained.

Sources & evidence

ORD record: ord-22d6e02d35a9432c954c3fc5c4eb7215
Source dataset: uspto-grants-1978_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04116962

Reaction notes

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