Potassium ethanethioate → HCID 86585041, compound

HRID 1264372Notes

Reaction equation

HRID 1264372 reaction equation
[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][C@@H:11](O)[CH2:10][N:9]1[S:14]([C:17]1[CH:26]=[CH:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=1)(=[O:16])=[O:15])=[O:7])([CH3:4])([CH3:3])[CH3:2].C(OC([C@@H]1C[C@H](OS(C)(=O)=O)CN1S(C1C=CC2C(=CC=CC=2)C=1)(=O)=O)=O)(C)(C)C.[C:57]([O-:60])(=[S:59])[CH3:58].[K+]>>[C:1]([O:5][C:6]([C@@H:8]1[CH2:12][C@@H:11]([S:59][C:57](=[O:60])[CH3:58])[CH2:10][N:9]1[S:14]([C:17]1[CH:26]=[CH:25][C:24]2[C:19](=[CH:20][CH:21]=[CH:22][CH:23]=2)[CH:18]=1)(=[O:15])=[O:16])=[O:7])([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 3

HCID 23670855Potassium ethanethioateHCID 70004521HCID 70004521, compoundHCID 86585042HCID 86585042, compound

Product 1

HCID 86585041HCID 86585041, compound

Procedure

(2S,4R)-4-Hydroxy-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester via (2S,4S)-4-Methanesulfonyloxy-1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester which was treated with potassium thioacetate at 100° C. to give (2S,4R)-4-Acetylsulfanyl- 1-(naphthalene-2-sulfonyl)-pyrrolidine-2-carboxylic acid tert-butyl ester as light yellow solid, MS: 359 (M-HSCOCH3).

Sources & evidence

ORD record
ord-2ad46aeb1991412795e03cf14a16fc5c
Source dataset
uspto-grants-2003_04
Patent number
US06541638B2

Reaction notes

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