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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2223393Generated: October 25, 2026

N-Acetyl-D-leucine → (1R)-5-(1,1-Dimethylethyl)-2,3-dihydro-1H-inden-1-amine

https://huagongshe.com/reaction/2223393

Reaction equation

Participants

RoleNameHCIDCharge
ReactantN-Acetyl-D-leucineHCID 1241420—
Reactant5-tert-butyl-2,3-dihydro-1H-inden-1-amineHCID 11506601—
SolventMethanolHCID 887—
Product(1R)-5-(1,1-Dimethylethyl)-2,3-dihydro-1H-inden-1-amineHCID 24777767—

Reaction Conditions

Temperature65 °C

Reaction Steps

5-tert-Butyl-2,3-dihydro-1H-inden-1-ylamine (11.70 g, 44.4% ee), N-acetyl-(D)-leucine (11.78 g), and methanol (120 mL) were combined and heated at 65° C. for 1 hour. The solution was allowed to cool to ambient temperature. The solids were filtered and washed with toluene. The solid was then resuspended in methanol (125 mL) and brought to reflux. The solution was allowed to cool to ambient temperature and the solids were filtered. The solid was dried at 40° C. under reduced pressure to provide the title compound (98.7% ee).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07375126B2
Source datasetuspto-grants-2008_05
ORD IDord-1e9b8f348a97400a811ed0f28dd11f48
Source noteuspto-grants-2008_05