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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 5725Generated: October 23, 2026

Sodium Chloride → O-Benzyl-N-benzyloxycarbonyltyrosinol

https://huagongshe.com/en/reaction/5725

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium ChlorideHCID 5234—
ReactantLithium ChlorideHCID 433294—
ReactantSodium borohydrideHCID 4311764—
ReactantO-benzyl-N-benzyloxycarbonyltyrosine methyl esterHCID 10916769—
SolventEthanolHCID 702—
SolventTetrahydrofuranHCID 8028—
ProductO-Benzyl-N-benzyloxycarbonyltyrosinolHCID 2286334199.9%

Reaction Steps

27.25 g of O-benzyl-N-benzyloxycarbonyltyrosine methyl ester was dissolved in a mixed solvent of 185 ml of ethanol and 122 ml of tetrahydrofuran, and to the solution were added 5.8 g of lithium chloride and 5.2 g of sodium borohydride under ice cooling. The reaction mixture was stirred at a room temperature for 18 hours, and after the addition of 500 ml of saturated sodium chloride aqueous solution, extracted twice with 300 ml of chloroform. The extract was dried over magnesium sulfate and concentrated under a reduced pressure to obtain 25.4 g of the title compound as colorless crystals

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05245034
Source datasetuspto-grants-1993_09
ORD IDord-915998a24bba4f2190531cc7ca53e3a6
Source noteuspto-grants-1993_09