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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 718923Generated: October 25, 2026

Methanol → (S)-2-amino-N-(benzo[b]thiophen-3-ylmethyl)-N-((S)-1,1-diethoxypropan-2-yl)propanamide

https://huagongshe.com/reaction/718923

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPiperidineHCID 8082—
ReactantEthyl AcetateHCID 8857—
Reactant(9H-Fluoren-9-yl)methyl (S)-1-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylcarbamateHCID 86652579—
SolventDichloromethaneHCID 6344—
Product(S)-2-amino-N-(benzo[b]thiophen-3-ylmethyl)-N-((S)-1,1-diethoxypropan-2-yl)propanamideHCID 6707526175.2%

Reaction Steps

(9H-Fluoren-9-yl)methyl (S)-1-((benzo[b]thiophen-3-ylmethyl)((S)-1,1-diethoxypropan-2-yl)amino)-1-oxopropan-2-ylcarbamate (Compound III-12) 15.8 g (27 mmol) and piperidine 22.7 g (270 mmol) were added in DCM (90 ml). The mixture was stirred for 1.5 h at room temperature. The mixture was diluted with DCM (200 ml) and washed with water (150 ml×3). The solution was concentrated in vacuo. The residue was purified by column chromatography on silica gel with PE:EA=50:1 to DCM:MeOH=10:1 to give the title compound 7.4 g, (yield 75%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09193734B2
Source datasetuspto-grants-2015_11
ORD IDord-f3654a3c3ba0446e815cab133ae09437
Source noteuspto-grants-2015_11