Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707967Generated: October 30, 2026

Triethylamine → HCID 14629887, compound

https://huagongshe.com/reaction/1707967

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. [α]D26° =-46° (methylene chloride).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05356885
Source datasetuspto-grants-1994_10
ORD IDord-9c81c2a0545d415cba3548142d1b11eb
Source noteuspto-grants-1994_10