Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 487798Generated: October 26, 2026

Toluene → HCID 14560606, compound

https://huagongshe.com/reaction/487798

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTolueneHCID 1140—
ReactantBoc-DL-phenylalanine methyl esterHCID 3786800—
SolventDiethyl EtherHCID 3283—
Solvent1,1-bis(1,1-dimethylethoxy)-N,N,N-trimethylamineHCID 547712—
ProductHCID 14560606HCID 14560606—

Reaction Steps

A solution of 3.50 g of (S)-4-carboxymethyl)-alpha-[[(1,1-dimethylethoxy)carbonyl]amino]benzenepropanoic acid methyl ester in 40 mL of dry toluene and 10 mL of dimethylformamide di-t-butyl acetal was heated to a bath temperature of 80° C. for 4 hours. After cooling, the is mixture was diluted with 100 mL of ether and was washed with water and saturated sodium chloride solution and was dried over magnesium sulfate. The residue obtained after filtration and evaporation was chromatographed over 150 g of silica gel, eluting with 20% ethyl acetate-hexane to give 2.663 g of (S)-alpha-[[(1,1-dimethylethoxy)carbonyl]amino)-4-[2-(1,1-dimethylethoxy)2-oxoethyl]benzenepropanoic acid methyl ester.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05296608
Source datasetuspto-grants-1994_03
ORD IDord-0581a77e5976402fa6fe8c261a45bee0
Source noteuspto-grants-1994_03