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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2193860Generated: November 3, 2026

Methyl 2-{[(benzyloxy)carbonyl]amino}-2-(dimethyl phosphono)acetate → HCID 66843543, compound

https://huagongshe.com/reaction/2193860

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethyl 2-{[(benzyloxy)carbonyl]amino}-2-(dimethyl phosphono)acetateHCID 2734718—
Reactant63135-95-5HCID 13231422—
ReactantPotassium tert-butoxideHCID 23665647—
SolventDichloromethaneHCID 6344—
ProductHCID 66843543HCID 6684354393%

Reaction Conditions

Temperature-78 °C

Reaction Steps

After 214 mg of N-(benzyloxycarbonyl)-alpha-phosphonoglycine trimethyl ester was dissolved in 5 ml of methylene chloride, 74 mg of potassium t-butoxide was added, followed by stirring at −78° C. for 30 minutes. 76.5 mg of 2-(ethoxy(methyl)phosphinyl)-acetaldehyde in methylene chloride solution (1 ml) was gradually added dropwise into this reaction solution, which was stirred for 1 hour. After the reaction temperature was gradually raised up to room temperature, further the reaction solution was stirred for 3 hours. Consuming of ingredients was confirmed by using TLC, and the solvent was removed off under reduced pressure. The residual was purified by silica gel column chromatography (chloroform-methanol (100:1-50:1)), 168 mg of an objective compound was obtained (93% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08329935B2
Source datasetuspto-grants-2012_12
ORD IDord-61170ebdfa9f4188b679e20114d2eb2b
Source noteuspto-grants-2012_12