Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2363260Generated: October 31, 2026

Benzyl Alcohol → HCID 86682257, compound

https://huagongshe.com/reaction/2363260

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantHydrochloric AcidHCID 313—
Reactant1,4-DioxaneHCID 31275—
Reactant(2R,4R)-4-amino-5-(3'-chlorobiphenyl-4-yl)-2-hydroxypentanoic acid ethyl esterHCID 86682253—
ProductHCID 86682257HCID 86682257101.3%

Reaction Conditions

Temperature60 °C

Reaction Steps

Benzyl alcohol (13.0 mL, 126 mmol) was added to (2R,4R)-4-amino-5-(3′-chlorobiphenyl-4-yl)-2-hydroxypentanoic acid ethyl ester (1.9 g, 5.3 mmol) followed by 4.0 M HCl in 1,4-dioxane (5.3 mL, 21.3 mmol), and the mixture was stirred at 60° C. for 1 hour. The mixture was purified (Interchim reverse phase chromatography column; 30-90% MeCN in water with 0.05% TFA) to yield (2R,4R)-4-amino-5-(3′-chlorobiphenyl-4-yl)-2-hydroxy-pentanoic acid benzyl ester (2.2 g) as a white solid. (evaporated in vacuo with water (4×300 mL) to remove excess benzyl alcohol).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08691868B2
Source datasetuspto-grants-2014_04
ORD IDord-57317e1e0f25498ab870cdf336414401
Source noteuspto-grants-2014_04