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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 409132Generated: October 29, 2026

Triphenylphosphine → HCID 86714515, compound

https://huagongshe.com/reaction/409132

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant(S)-(-)-N-Boc-prolinolHCID 643448—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant6-Chloro-7-iodo-7-deazapurineHCID 14809281—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86714515HCID 8671451577%

Reaction Steps

To a solution of 4-chloro-5-iodo-7H-pyrrolo[2,3-d]pyrimidine (4.0 g, 14.34 mmol, 1.0 eq), (S)-tert-butyl 2-(hydroxymethyl)pyrrolidine-1-carboxylate (4.04 g, 20.08 mmol, 1.4 eq), and PPh3 (7.5 g, 28.68 mmol, 2.0 eq) in dry THF (30 mL), DIAD (5.80 g, 28.68 mmol, 2.0 eq) was added dropwise at 0° C. The mixture was stirred at RT for 5 h. The reaction mixture was concentrated and purified by silica gel chromatography (eluted with PE:EtOAc=1:1) to afford (S)-2-(4-chloro-5-iodo-pyrrolo[2,3-d]pyrimidin-7-ylmethyl)-pyrrolidine-1-carboxylic acid tert-butyl ester (5.1 g, 77% in yield).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08759358B1
Source datasetuspto-grants-2014_06
ORD IDord-68b2951c04834c7eaa59af1cc7d77de0
Source noteuspto-grants-2014_06