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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1045865Generated: October 30, 2026

Phthalic Anhydride → HCID 86644359, compound

https://huagongshe.com/reaction/1045865

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhthalic AnhydrideHCID 6811—
ReactantTriethylamineHCID 8471—
Reactant(1R,2S)-(3-amino-1-benzyl-2-hydroxy-propyl)-carbamic acid t-butyl esterHCID 57184842—
SolventDimethylformamideHCID 6228—
ProductHCID 86644359HCID 8664435971%

Reaction Conditions

Temperature80 °C

Reaction Steps

(1R,2S)-(3-amino-1-benzyl-2-hydroxy-propyl)-carbamic acid t-butyl ester (1.4 g, 5 mmol) prepared in Preparation 103 was dissolved in DMF (20 mL), to which was added phthalic anhydride (735 mg, 5 mmol). Et3N (1.4 mL, 10 mmol) was added thereto, and the mixture was stirred for 24 h at 80° C. The reaction was quenched by water, and the reaction mixture was extracted with EtOAc, and dried over MgSO4. The solvent was removed under reduced pressure, and the residue was dissolved in DCM. TFA was added thereto, and the mixture was stirred for 2 h at room temperature. After completion of the reaction, the solvent was removed under reduced pressure. The residue was recrystallized from DCM/Hex to give the title compound (1.18 g, Yield 71%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08569307B2
Source datasetuspto-grants-2013_10
ORD IDord-cc70982334fe4340bbb70f59a026da44
Source noteuspto-grants-2013_10