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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1068176Generated: October 25, 2026

(3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-phenylpyrrolidine → 2-(R)-(3-(S)-Formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl) propionic acid, benzyl ester

https://huagongshe.com/reaction/1068176

Reaction equation

Participants

RoleNameHCIDCharge
Reactant(3R,4S)-3-({[tert-butyl(dimethyl)silyl]oxy}methyl)-4-phenylpyrrolidineHCID 21341073—
Reactant2-(R)-(3-(S)-hydroxymethyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl)propionic acid, benzyl esterHCID 131722697—
SolventEthyl acetate hexaneHCID 21226206—
Product2-(R)-(3-(S)-Formyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl) propionic acid, benzyl esterHCID 131722696—

Reaction Steps

The title compound was prepared from 2-(R)-(3-(S)-hydroxymethyl-4-(S)-phenylpyrrolidin-1-yl)-2-(phenyl)propionic acid, benzyl ester (from Step B) using a procedure analogous to that described in preparation of Aldehyde 1. For the title compound: RF: 0.46 (4:1 v/v hexane/EtOAc); 1H NMR (300 MHz, CDCl3) δ1.73 (s, 3H), 2.95-3.10 (m, 3H), 3.33 (m, 1H), 3.50-3.63 (m, 2H), 5.25 (s, 2H), 7.12-7.38 (m, 15H), 9.62 (d, J=1.6 Hz).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06248755B1
Source datasetuspto-grants-2001_06
ORD IDord-5ed6ef86ed884bb1a41785298e1cf9a3
Source noteuspto-grants-2001_06