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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1582598Generated: November 1, 2026

Benzyl Alcohol → HCID 178523331, compound

https://huagongshe.com/reaction/1582598

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl AlcoholHCID 244—
ReactantAmmonium ChlorideHCID 25517—
ReactantPivaloyl chlorideHCID 62493—
ReactantHCID 178523332HCID 178523332—
SolventPyridineHCID 1049—
SolventAcetonitrileHCID 6342—
ProductHCID 178523331HCID 17852333168%

Reaction Steps

An acetonitrile (29.7 ml) solution of the benzyl 6-benzyloxycarbonylamino-2-((hydroxyphosphinoyl)oxy)hexanoate (2.97 g) obtained in the above step (a) was added with benzyl alcohol (3.53 ml) and a pyridine (11.9 ml)-acetonitrile (11.9 ml) mixed solution of pivaloyl chloride (4.20 ml), and the mixture was stirred at room temperature for 1 hour. Saturated aqueous ammonium chloride was added to the reaction system, and the organic substances were extracted with ethyl acetate. The organic layer was concentrated under reduced pressure, and pyridine was removed by azeotropic distillation using toluene. The residue was roughly purified by silica gel (Kanto Kagaku Co., 60 N, spherical, neutral) chromatography (300 g, hexane:ethyl acetate=3:2) to obtain crude benzyl 6-benzyloxycarbonylamino-2-((benzyloxyphosphinoyl)oxy)hexanoate (245 g, 68%). This compound was subjected to the measurement of molecular weight and then used in the following reaction without further purification.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06737416B2
Source datasetuspto-grants-2004_05
ORD IDord-ca494dc2bc7a4ad2ab1f80fa14609ee4
Source noteuspto-grants-2004_05