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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 62577Generated: October 29, 2026

Benzylamine → (R)-N-Benzyl-2-acetamido-3-hydroxypropionamide

https://huagongshe.com/reaction/62577

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzylamineHCID 7504—
ReactantTriethylamineHCID 8471—
ReactantHCID 45082407HCID 45082407—
Solventtert-Butyl methyl etherHCID 15413—
Product(R)-N-Benzyl-2-acetamido-3-hydroxypropionamideHCID 1088990168.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

N-Acetyl-D-serine methyl ester (1.0 g, 0.0062 mole) was dissolved in benzylamine (1.32 g, 0.0124 mole) at 0-5° C. To this was added triethylamine (0.125 g, 0.00124 mole) at 0-5° C. The reaction mixture was heated and stirred at 60° C. for 12 hr, cooled to room temperature, 20 ml methyl tert-butyl ether added and stirred for 3 hr. The product was filtered and dried under vacuum to obtain (R)-2-acetamido-N-benzyl-3-hydroxy-propionamide. (1.0 g, Yield: 68.4%, HPLC:94.8%, Chiral HPLC: 81.2%),

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09447024B1
Source datasetuspto-grants-2016_09
ORD IDord-0824146e65c64c0c84597fe69b3f626d
Source noteuspto-grants-2016_09