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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1779882Generated: November 1, 2026

L-Tyrosine, N-(1,1-dimethylethoxy)carbonyl- → (R)-2-Amino-1-(3-chlorophenyl)ethanol

https://huagongshe.com/reaction/1779882

Reaction equation

Participants

RoleNameHCIDCharge
ReactantL-Tyrosine, N-(1,1-dimethylethoxy)carbonyl-HCID 117439—
Reactant2-Amino-1-(3-chlorophenyl)ethan-1-olHCID 3751601—
Solvent1-ButanolHCID 263—
Product(R)-2-Amino-1-(3-chlorophenyl)ethanolHCID 992048928.7%

Reaction Steps

The concentrate (3.38 g) containing 15.0 mmol of 2-amino-1-(3-chlorophenyl)ethanol obtained in the same manner as in Example 295 was added to 20 ml of n-butanol and dissolved at 50° C. The mixture was added with 20 ml of n-butanol containing 2.10 g (7.5 mmol) of N-t-butoxycarbonyl-L-tyrosine (hereinafter briefly referred to as Boc-L-Tyr) with stirring slowly to separate crystals. After cooling to room temperature, the crystals were isolated by filtration to afford 1.95 g (4.31 mmol) of (R)-2-amino-1-(3-chlorophenyl)ethanol.Boc-L-Tyr salt The yield based on the concentrate was 58.2%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05629200
Source datasetuspto-grants-1997_05
ORD IDord-5117e7284b424b61a4a95b55ef2f9cb4
Source noteuspto-grants-1997_05