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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1533263Generated: October 25, 2026

(-)-Dihydroquinine → (2S,3S)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid

https://huagongshe.com/reaction/1533263

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(-)-DihydroquinineHCID 121515—
ReactantHCID 22012324HCID 22012324—
SolventDichloromethaneHCID 6344—
Product(-)-DihydroquinineHCID 121515—
Product(2S,3S)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acidHCID 5721906942.4%

Reaction Steps

To a solution of (2RS,3RS)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid (354 mg) in dichloromethane (7 ml) was added hydroquinine (326 mg) and the mixture was stirred to be a clear solution. The solvent was evaporated under reduced pressure and the residue was crystallized from ethyl acetate. Precipitates were recrystallized from a mixture of ethyl acetate and ethanol (50:1) to afford hydroquinine salt of (2S,3S)-2-(2-benzyloxyphenyl)-3-cyclohexyl-3-hydroxypropionic acid as crystals (150 mg).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06207686B1
Source datasetuspto-grants-2001_03
ORD IDord-404c87f535204e1cb12ebf7d5d5ee960
Source noteuspto-grants-2001_03