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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1461683Generated: October 29, 2026

1,2-Dimethoxyethane → N-((1,1-Dimethylethoxy)carbonyl)-L-valyl-L-proline methyl ester

https://huagongshe.com/reaction/1461683

Reaction equation

Participants

RoleNameHCIDCharge
Reactant1,2-DimethoxyethaneHCID 8071—
ReactantTriethylamineHCID 8471—
ReactantDiethyl cyanophosphonateHCID 76257—
ReactantBoc-L-ValineHCID 83693—
SolventEthyl AcetateHCID 8857—
ProductN-((1,1-Dimethylethoxy)carbonyl)-L-valyl-L-proline methyl esterHCID 11416197—

Reaction Steps

In one practice of the present invention, triethylamine and diethyl phosphorocyanidate ("DEPC") are added to S-proline methyl ester and N-t-Boc-L-valine in 1,2-dimethoxyethane at 0° C. After holding for one hour at 0° C., the mixture is allowed to warm to room temperature ("RT") over 4 hours and diluted with ethyl acetate. The diluted mixture is then washed with 5% HCl followed by sodium hydrogen carbonate followed with saturated brine. The solvent is then removed by vacuum (in vacuo) to yield N-t-Boc-L-Val-L-Pro-OMe as a colorless syrup.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05076973
Source datasetuspto-grants-1991_12
ORD IDord-5d573c2f42904fa48592e4e2e7f17122
Source noteuspto-grants-1991_12