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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 471339Generated: October 27, 2026

Diethyl 2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinate → (R)-1-ethyl hydrogen 3-benzyloxycarbonylamino-3-ethoxycarbonylsuccinate

https://huagongshe.com/reaction/471339

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethyl 2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinateHCID 66725114—
SolventEthanolHCID 702—
SolventPhosphateHCID 1061—
Product(R)-1-ethyl hydrogen 3-benzyloxycarbonylamino-3-ethoxycarbonylsuccinateHCID 6672511384%

Reaction Conditions

Temperature30 °C

Reaction Steps

4.0 g of pig liver esterase produced by Sigma [PLE (27 kU/g), lyophilized product, product number: E30191 was dissolved in a 0.05 mol/L phosphate buffer adjusted to pH 6.5 (360 mL), and the solution was added with a solution of diethyl 2-benzyloxycarbonylamino-2-ethoxycarbonylsuccinate (4.0 g) dissolved in ethanol (40 mL). The mixture was stirred at 30° C. for 20 hours to obtain (R)-1-ethyl hydrogen 3-benzyloxycarbonylamino-3-ethoxycarbonylsuccinate at a yield of 84% and optical purity of 93.6% ee.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633001B2
Source datasetuspto-grants-2014_01
ORD IDord-ef701c50889748888e4b11c1b11af531
Source noteuspto-grants-2014_01