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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1838743Generated: November 1, 2026

Triphenylphosphine → HCID 57300936, compound

https://huagongshe.com/reaction/1838743

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantLithium borohydrideHCID 4148881—
Reactant(3S,4R,5R)-4-(4-allyloxy-phenyl)-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl esterHCID 57269223—
CatalystPalladium (II) acetateHCID 4144353—
SolventTetrahydrofuranHCID 8028—
ProductHCID 57300936HCID 57300936—

Reaction Steps

In analogy to the procedure described in example 11(c) the (3S,4R,5R)-4-(4-allyloxy-phenyl)-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester was treated with palladium-II-acetate, triphenylphosphin and lithiumborohydride in tetrahydrofuran to yield the (3S,4R,5R)-3-[(2R)-2-hydroxy-3-methoxy-propoxy]-4-(4-hydroxy-phenyl)-5-(4-methoxy-naphthalen-2-ylmethoxy)-piperidine-1-carboxylic acid tert-butyl ester as colorless oil; MS: 568 (M+H)+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06673931B2
Source datasetuspto-grants-2004_01
ORD IDord-f28c1cff114844a5b121c606c7101997
Source noteuspto-grants-2004_01