HuagongsheHuagongshe Chemistry Print Report · For research reference only
2,3-Dihydroxybutanedioic Acid → Butanedioic acid, 2,3-bis(benzoyloxy)-, (2S,3S)-
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | 2,3-Dihydroxybutanedioic Acid | HCID 875 | — |
| Reactant | Mandelic Acid | HCID 1292 | — |
| Reactant | Bicyclo[2.2.1]heptane-1-methanesulfonic acid, 7,7-dimethyl-2-oxo-, (1S)- | HCID 18462 | — |
| Reactant | Mosher's acid | HCID 86531 | — |
| Product | Butanedioic 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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US07629466B2 |
| Source dataset | uspto-grants-2009_12 |
| ORD ID | ord-ec8f230932054f468436249c7e37b559 |
| Source note | uspto-grants-2009_12 |