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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2282867Generated: October 27, 2026

Diethylamine → tert-butyl N-{(2R,3R)-3-methoxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl}-L-phenylalaninate

https://huagongshe.com/reaction/2282867

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDiethylamineHCID 8021—
Reactanttert-butyl N-[(2R,3R)-3-{(2S)-1[(9H-fluoren-9-ylmethoxy)carbonyl]pyrrolidin-2-yl}-3-methoxy-2-methylpropanoyl]-L-phenylalaninateHCID 86762712—
SolventDichloromethaneHCID 6344—
Producttert-butyl N-{(2R,3R)-3-methoxy-2-methyl-3-[(2S)-pyrrolidin-2-yl]propanoyl}-L-phenylalaninateHCID 86685746—

Reaction Steps

To a stirring solution of #120 (2.87 g, 4.68 mmol, 1.00 eq.) in 20 mL of dichloromethane, diethylamine (10 mL, 95 mM, 20.5 eq.) was added. The reaction was allowed to stir at room temperature for 2 hours. Another (10 mL, 95 mmol, 20.5 eq.) of diethylamine was added and the reaction was allowed to stir at room temperature for 3 more hours. Reaction was concentrated in vacuo and placed underneath high vacuum producing #121 (1.8 g, quant.) yellow white oil solid mix. LC-MS (Protocol Q): m/z 391.1 [M+H+] retention time=1.05 minutes.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09138486B2
Source datasetuspto-grants-2015_09
ORD IDord-ef004bb3d61e4c67b0951759cc1d29da
Source noteuspto-grants-2015_09