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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1707968Generated: October 29, 2026

Triethylamine → HCID 14629888, compound

https://huagongshe.com/reaction/1707968

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
Reactanttert-Butyldimethylsilyl chlorideHCID 28928—
ReactantCbz-D-prolinolHCID 5314177—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventDichloromethaneHCID 6344—
ProductHCID 14629888HCID 14629888—

Reaction Steps

The title compound is prepared by the procedure of Example 50 using 20.0 g of (R)-2-pyrrolidinemethanol, 44.0 g of benzyl chloroformate and 200 ml of diethyl ether to give 56.4 g of (R)-2-hydroxymethyl-1-pyrrolidine carboxylic acid phenyl methyl ester. Forty-five g of (R)-2-hydroxymethyl-1-pyrrolidine carboxylic acid phenylmethyl ester is reacted with 38.4 g of (1,1-dimethylethyl)dimethylsilylchloride, 58 ml of triethylamine, 1.3 g of 4-(dimethylamino)pyridine and 450 ml of methylene chloride to give 41.5 g of the desired product as a colorless oil. [α]D26° =+45° (methylene chloride).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05356885
Source datasetuspto-grants-1994_10
ORD IDord-6f5a1d331268476da263d8f11abc303e
Source noteuspto-grants-1994_10