127744-27-8 → HCID 18655173, compound

HRID 2226583Notes

Reaction equation

HRID 2226583 reaction equation
[C:1]([S:4][CH2:5][CH2:6][C:7](Cl)=[O:8])(=[O:3])[CH3:2].[OH:10][C@@H:11]([CH2:15][O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([OH:14])=[O:13]>>[C:1]([S:4][CH2:5][CH2:6][C:7](=[O:8])[O:10][C@@H:11]([CH2:15][O:16][CH2:17][C:18]1[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1)[C:12]([OH:14])=[O:13])(=[O:3])[CH3:2]

Participants

3

Reactant 2

HCID 12111893127744-27-8HCID 129431223-(Acetylsulfanyl)propanoyl chloride

Product 1

HCID 18655173HCID 18655173, compoundYield 50.1%

Procedure

3-(Acetylthio)propanoyl chloride (0.26 g, 1.56 mmol) and (S)-2-hydroxy-3-(phenylmethoxy)propanoic acid (0.3 g, 1.53 mmol) were heated at 60° for 1 h. The cooled reaction mixture was purified by chromatography on silica with dichloromethane/acetic acid mixtures as eluant to give the sub-title acid (0.25 g).

Workup

  1. customThe cooled reaction mixture
  2. customwas purified by chromatography on silica with dichloromethane/acetic acid mixtures as eluant

Sources & evidence

ORD record
ord-742c33da98ae464889e8916c9298a68d
Source dataset
uspto-grants-1994_09
Patent number
US05348978

Reaction notes

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