Sodium Carbonate → 1-(3-acetylthio-1-oxopropyl)-cis-4-methoxy-L-proline

HRID 1447446Notes

Reaction equation

HRID 1447446 reaction equation
[CH3:1][O:2][C@@H:3]1[CH2:7][NH:6][C@H:5]([C:8]([OH:10])=[O:9])[CH2:4]1.[C:11]([S:14][CH2:15][CH2:16][CH2:17]Cl)(=[O:13])[CH3:12].C(=O)([O-])[O-:20].[Na+].[Na+]>>[C:11]([S:14][CH2:15][CH2:16][C:17]([N:6]1[CH2:7][C@@H:3]([O:2][CH3:1])[CH2:4][C@H:5]1[C:8]([OH:10])=[O:9])=[O:20])(=[O:13])[CH3:12]

Participants

4

Reactant 3

HCID 10340Sodium CarbonateHCID 83044S-(3-Chloropropyl) ethanethioateHCID 12849452(2S,4S)-4-methoxypyrrolidine-2-carboxylic acid2×

Product 1

HCID 228193741-(3-acetylthio-1-oxopropyl)-cis-4-methoxy-L-proline

Procedure

Following the procedure of Example 1 (d), cis-4-methoxy-L-proline is treated with a solution of 3-acetylthiopropyl chloride in the presence of sodium carbonate to yield 1-(3-acetylthio-1-oxopropyl)-cis-4-methoxy-L-proline.

Sources & evidence

ORD record
ord-a9ac93956cc14db980a458a1e84a433c
Source dataset
uspto-grants-1982_02
Patent number
US04316906

Reaction notes

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