Potassium Hydroxide → HCID 86741699, compound

HRID 1788757Notes

Reaction equation

C[O:2][C:3](=[O:23])[C@@H:4]([CH3:22])[NH:5][C:6](=[O:21])[C@@H:7]1[CH2:11][CH2:10][CH2:9][N:8]1[C:12](=[O:20])[CH:13]([CH3:19])[CH2:14][S:15]C(=O)C.[OH-].[K+]>>[SH:15][CH2:14][CH:13]([CH3:19])[C:12]([N:8]1[CH2:9][CH2:10][CH2:11][C@H:7]1[C:6]([NH:5][C@@H:4]([C:3]([OH:23])=[O:2])[CH3:22])=[O:21])=[O:20]

Participants

Reactant 2

HCID 14797Potassium Hydroxide

HCID 86741700HCID 86741700, compound

Product 1

HCID 86741699HCID 86741699, compoundYield 62.7%

Procedure

(S)-[3-(Acetylthio)-2-methyl 1-oxopropyl]-L-prolyl-D-alanine methyl ester (4 g) is taken into potassium hydroxide/aqueous methanol (3 g of potassium hydroxide in 14 ml of water and 70 ml of methanol) and the solution is kept at room temperature for 2 hours. The product (2.1 g) is isolated using the procedure described in Example 9.

Sources & evidence

ORD record: ord-f73f852b61ff4be4a5f6a8930b465af7
Source dataset: uspto-grants-1987_08
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04684660

Reaction notes

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