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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1254524Generated: October 25, 2026

Methanol → (S)-2-amino-N1-((S)-1,1-diethoxypropan-2-yl)-N1-(quinolin-8-ylmethyl)-N4-tritylsuccinamide

https://huagongshe.com/reaction/1254524

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantPiperidineHCID 8082—
ReactantEthyl AcetateHCID 8857—
Reactantmethyl (S)-1-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-1,4-dioxo-4-(tritylamino)butan-2-ylcarbamateHCID 86761868—
SolventDichloromethaneHCID 6344—
Product(S)-2-amino-N1-((S)-1,1-diethoxypropan-2-yl)-N1-(quinolin-8-ylmethyl)-N4-tritylsuccinamideHCID 6707501288%

Reaction Steps

9H-Fluoren-9-yl)methyl (S)-1-(((S)-1,1-diethoxypropan-2-yl)(quinolin-8-ylmethyl)amino)-1,4-dioxo-4-(tritylamino)butan-2-ylcarbamate (Compound III-20) 23.4 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 15.3 g, (yield 88%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08455488B2
Source datasetuspto-grants-2013_06
ORD IDord-90990e9015024122a1a5b5daa75fd8f5
Source noteuspto-grants-2013_06