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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2281818Generated: October 26, 2026

4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinane → (3R)-3-fluoro-1-(4-((E)-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)vinyl)benzyl)pyrrolidine

https://huagongshe.com/reaction/2281818

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4,4,6-Trimethyl-2-vinyl-1,3,2-dioxaborinaneHCID 107310—
Reactant(R)-1-(4-bromobenzyl)-3-fluoropyrrolidineHCID 66730391—
Product(3R)-3-fluoro-1-(4-((E)-2-(4,4,6-trimethyl-1,3,2-dioxaborinan-2-yl)vinyl)benzyl)pyrrolidineHCID 66734517—

Reaction Steps

The title compound was synthesized according to the method of Example A51A, except substituting (R)-1-(4-bromobenzyl)-3-fluoropyrrolidine (1.07 g, 4.15 mmol) and 4,4,6-trimethyl-2-vinyl-1,3,2-dioxaborinane (0.77 mL, 4.57 mmol) which gave 1.40 g, 91% of a pale orange solid; MS ESI [M+H]+ 332.3, calcd for [C19H27BFNO2+H]+ 332.22.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09139563B2
Source datasetuspto-grants-2015_09
ORD IDord-425c2cd759504a9caf607bcd95acbc42
Source noteuspto-grants-2015_09