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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2248989Generated: October 29, 2026

(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acid → N-[(2S)-7-hydroxy-1,2,3,4-tetrahydronaphth-2-yl]-(S)-3-chloromandelamide

https://huagongshe.com/reaction/2248989

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(R)-2-(3-Chlorophenyl)-2-hydroxyacetic acidHCID 2733127—
Reactant(S)-2-(3-Chlorophenyl)-2-hydroxyacetic acidHCID 5324675—
Reactant(S)-7-Amino-5,6,7,8-tetrahydro-naphthalen-2-OL hydrochlorideHCID 67824357—
ProductN-[(2S)-7-hydroxy-1,2,3,4-tetrahydronaphth-2-yl]-(S)-3-chloromandelamideHCID 9973978—
Product(R)-7-Amino-5,6,7,8-tetrahydro-naphthalen-2-ol hydrochlorideHCID 67824356—

Reaction Steps

By following the procedure described in PREPARATION IX and substituting the (S)-3-chloromandelic acid for the (R)-3-chloromandelic acid and the (S)-2-amino-7-hydroxytetralin hydrochloride, PREPARATION IV, for the (R)-2-amino-7-hydroxytetralin hydrochloride, the N-[(2S)-7-hydroxy-1,2,3,4-tetrahydronaphth-2-yl]-(S)-3-chloromandelamide, SR 58574, is obtained; m.p. 145°-146° C.; |alpha|=-34.2° (methanol, c =1%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05041606
Source datasetuspto-grants-1991_08
ORD IDord-eb6cc6c09f024a678f8c3775225eab9b
Source noteuspto-grants-1991_08