Triethylamine → HCID 86592320, compound

HRID 1072054Notes

Reaction equation

[CH2:1]([O:8][C@H:9]([C@@H:11]([OH:22])[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20][CH3:21])[CH3:10])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:23][S:24](Cl)(=[O:26])=[O:25].C(N(CC)CC)C>ClCCl>[CH2:1]([O:8][C@@H:9]([CH3:10])[C@@H:11]([O:22][S:24]([CH3:23])(=[O:26])=[O:25])[CH2:12][CH2:13][C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][C:15]=1[S:20][CH3:21])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

Conditions

Temperature: 4 °C

Procedure

To an ice-cooled solution of (2S,3S)-2-benzyloxy-5-(2-(methylthio)phenyl)pentan-3-ol (0.64 g) in dichloromethane (12 ml) was added methanesulfonyl chloride (0.234 ml) followed by triethylamine (0.421 ml). The mixture was stirred at 4° C. for 40 min. The mixture was washed with water and brine, dried and concentrated in vacuo to give 2-[(3S,4S)-4-benzyloxy-3-(methanesulfonyloxy)pentyl]-thioanisole (0.92 g) as an oil.

Workup

washThe mixture was washed with water and brine
customdried
concentrationconcentrated in vacuo

Sources & evidence

ORD record: ord-8309779a7fa341a39e7b648d11631388
Source dataset: uspto-grants-2005_06
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US06908940B2

Reaction notes

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