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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1016071Generated: October 30, 2026

Benzoic Acid → HCID 59556039, compound

https://huagongshe.com/reaction/1016071

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzoic AcidHCID 243—
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant(2S,4R)-4-hydroxy-2-methyl-pyrrolidine-1-carboxylic acid tert-butyl esterHCID 11008972—
SolventTolueneHCID 1140—
ProductHCID 59556039HCID 5955603981.9%

Reaction Steps

To a solution of the alcohol of step A (0.81 g, 4.0 mmol), benzoic acid (0.74 g, 6.0 mmol) and triphenylphosphine (2.11 g, 8.0 mmol) in toluene (20 mL) was added DIAD (1.67 mL, 8.0 mmol). After being stirred at room temperature for 4 hours, the solution was concentrated. The residue was purified by flash chromatography eluting with 0%, 5% and 20% EtOAc/hexanes provided 1.0 g of the title compound. MS calculated (M+H)+ 308. found 308.1.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07985730B2
Source datasetuspto-grants-2011_07
ORD IDord-949fdc5d6d7040d2a1a50c5276445149
Source noteuspto-grants-2011_07