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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 415871Generated: October 29, 2026

Triphenylphosphine → 3-Azido proline methyl ester

https://huagongshe.com/reaction/415871

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantP,P-Diphenylphosphinic azideHCID 199401—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantMethyl (3R)-3-hydroxy-L-prolinateHCID 45082777—
Product3-Azido proline methyl esterHCID 59162825—

Reaction Steps

Reaction of cis-3-hydroxyproline methyl ester with DIAD, triphenylphosphine and diphenylphosphoryl azide provides the desired 3-azido proline methyl ester. Transformation is typically carried out at low temperatures, e.g., 0° C., and after the addition, the reaction is allowed to warm to ambient temperature, e.g., about 25° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08088804B2
Source datasetuspto-grants-2012_01
ORD IDord-6063e1a0794c46b58c1eb2ace10ee284
Source noteuspto-grants-2012_01