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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1079035Generated: November 1, 2026

Triethylamine → HCID 14629887, compound

https://huagongshe.com/reaction/1079035

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantCbz-L-ProlinolHCID 11096562—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 14629887HCID 1462988788.8%

Reaction Steps

A solution 58.0 g of (S)-2-hydroxymethyl-1-pyrrolidine carboxylic acid phenylmethyl ester, 45.0 g of (1,1-dimethylethyl)dimethylsilylchloride, 69 ml of triethylamine, 1.50 g of 4-(dimethylamino)pyridine and 450 ml of methylene chloride is stirred at room temperature for 18 hours. The resulting solution is washed with water, 2N hydrochloric acid, saturated sodium bicarbonate and sodium chloride. The organic layer is dried and concentrated in vacuo. The residue, dissolved in methylene chloride, is filtered through a silica gel pad and concentrated in vacuo to give 76.5 g of the desired product as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05550257
Source datasetuspto-grants-1996_08
ORD IDord-2c275c07c29943b78a5e050bf52253cb
Source noteuspto-grants-1996_08