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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1866780Generated: October 31, 2026

2,3-Dihydroxybutanedioic Acid → Butanedioic acid, 2,3-bis(benzoyloxy)-, (2S,3S)-

https://huagongshe.com/reaction/1866780

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,3-Dihydroxybutanedioic AcidHCID 875—
ReactantMandelic AcidHCID 1292—
ReactantBicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)-HCID 18462—
ReactantMosher's acidHCID 86531—
ProductButanedioic acid, 2,3-bis(benzoyloxy)-, (2S,3S)-HCID 1550213—

Reaction Steps

producing a chiral salt of III′ by treating the compound of formula (III′) with a chiral resolving agent (e.g., tartaric acid, mandelic acid, Mosher's acid, camphor sulphonic acid, etc., or, preferably, (+)-2,3-dibenzoyl-D-tartaric acid to yield a chiral salt (e.g., (3S,4R)-enantiomer (+)-2,3-dibenzoyl-D-tartrate salt when (+)-2,3-dibenzoyl-D-tartaric acid is the chiral resolving agent)) and isolating the cis isomer of III′ thereby produced;

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07629466B2
Source datasetuspto-grants-2009_12
ORD IDord-ec8f230932054f468436249c7e37b559
Source noteuspto-grants-2009_12