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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1725099Generated: November 1, 2026

Benzyl Bromide → 1-(1,1-Dimethylethyl) 2-(phenylmethyl) (2R)-1,2-pyrrolidinedicarboxylate

https://huagongshe.com/reaction/1725099

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl BromideHCID 7498—
ReactantTriethylamineHCID 8471—
Reactant(2R)-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acidHCID 688022—
SolventDimethylformamideHCID 6228—
Product1-(1,1-Dimethylethyl) 2-(phenylmethyl) (2R)-1,2-pyrrolidinedicarboxylateHCID 13822744—

Reaction Steps

While cooling on ice, Boc-D-Pro-OH (17.2 g, 80 mmol) and benzyl bromide (14.3 ml, 120 mmol) were reacted in DMF (160 ml) in the presence of triethylamine (16.8 ml, 120 mmol) to obtain Boc-D-Pro-OBzl as an oily product. This product was reacted with 2 N HCl/dioxane (5 eq.) for 3 hours to obtain H-D-Pro-OBzl-HCl.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07488712B2
Source datasetuspto-grants-2009_02
ORD IDord-570edd26c84e4857b1994c50d998a8b3
Source noteuspto-grants-2009_02