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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 223790Generated: October 25, 2026

Methanol → N-benzoyl-D-phenylalanine

https://huagongshe.com/reaction/223790

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
Reactant3-Phenyl-2-(phenylformamido)prop-2-enoic acidHCID 223035—
ReactantHCID 178418361HCID 178418361—
SolventEthanolHCID 702—
ProductN-benzoyl-D-phenylalanineHCID 72147297.7%

Reaction Steps

3.2 grams of α-benzamido-cinnamic acid were dissolved in 40 ml of absolute ethanol and treated with 0.3 ml of the catalyst solution produced in Example 19. The reaction mixture was sucked into a 100 ml autoclave. It was pressurized with 6 bars of hydrogen pressure. After taking up the theoretical amount of hydrogen it was worked up as customary (e.g. see Example 6). There were isolated 3.15 grams of N-benzoyl-(R)-phenylalanine having the rotary value of [α]D27 =+38.6° (c=1/CH3OH), corresponding to an optical yield of 95.8%.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04356324
Source datasetuspto-grants-1982_10
ORD IDord-0bc304e9bf4545c7bca10e87c141041d
Source noteuspto-grants-1982_10