alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride, (S)-(+)- → (R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionic acid (3S,4S)-1,4-dibenzyl-piperidin-3-yl ester

HRID 382786Notes

Reaction equation

HRID 382786 reaction equation
[CH2:1]([N:8]1[CH2:13][CH2:12][CH:11]([CH2:14][C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][CH:16]=2)[CH:10]([OH:21])[CH2:9]1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[CH3:22][O:23][C@@:24]([C:32]1[CH:37]=[CH:36][CH:35]=[CH:34][CH:33]=1)([C:28]([F:31])([F:30])[F:29])[C:25](Cl)=[O:26]>>[CH2:1]([N:8]1[CH2:13][CH2:12][C@H:11]([CH2:14][C:15]2[CH:16]=[CH:17][CH:18]=[CH:19][CH:20]=2)[C@H:10]([O:21][C:25](=[O:26])[C@:24]([O:23][CH3:22])([C:32]2[CH:33]=[CH:34][CH:35]=[CH:36][CH:37]=2)[C:28]([F:30])([F:31])[F:29])[CH2:9]1)[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

3

Reactant 2

HCID 2724611alpha-Methoxy-alpha-(trifluoromethyl)phenylacetyl chloride, (S)-(+)-HCID 18175381(3SR,4SR)-1,4-dibenzyl-piperidin-3-ol

Product 1

HCID 57201513(R)-3,3,3-trifluoro-2-methoxy-2-phenyl-propionic acid (3S,4S)-1,4-dibenzyl-piperidin-3-yl esterYield 29%

Procedure

The title compound was prepared from (3SR,4SR)-1,4-dibenzyl-piperidin-3-ol and (S)-(+) -alpha-methoxy-alpha-trifluoromethylphenylacetyl chloride in 29% yield as a yellow oil.

Sources & evidence

ORD record
ord-18a730e601f8441da1c0f52e3d27274b
Source dataset
uspto-grants-2001_10
Patent number
US06310213B1

Reaction notes

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