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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1174222Generated: November 1, 2026

Phenethylamine → methyl(2S)-2-({[benzyl(methyl)amino]carbonyl}amino)-3,3-dimethylbutanoate

https://huagongshe.com/reaction/1174222

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPhenethylamineHCID 1001—
ReactantTolueneHCID 1140—
Reactantmethyl(2S)-3,3-dimethyl-2-{[(4-nitrophenoxy)carbonyl]amino}butanoateHCID 58412867—
Productmethyl(2S)-2-({[benzyl(methyl)amino]carbonyl}amino)-3,3-dimethylbutanoateHCID 6740815065%

Reaction Conditions

Temperature80 °C

Reaction Steps

A solution containing the product from Example 63A (0.075 g, 0.242 mmol) in toluene (0.5 mL) was treated with N-benzylmethylamine (0.035 mL, 2.71 mmol), and the mixture was stirred at 80° C. for 1 hour. The reaction was partitioned between ethyl acetate and 10% Na2CO3, and the organic phase was washed with brine and dried over MgSO4, filtered and concentrated. The residue was chromatographed on silica gel eluting with 0-20% ethyl acetate in dichloromethane to give the title compound (0.046 g, 65% yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07834043B2
Source datasetuspto-grants-2010_11
ORD IDord-a2e8152a43454a0c9efcc2e3424446a4
Source noteuspto-grants-2010_11