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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 568278Generated: October 31, 2026

HCID 17773803, compound → HCID 20639574, compound

https://huagongshe.com/reaction/568278

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHCID 17773803HCID 17773803—
Reactant(2S,4R)-1-allyloxycarbonyl-4-t-butyldimethylsilyloxy-2-formylpyrrolidineHCID 22870383—
ProductHCID 20639574HCID 2063957418.5%

Reaction Steps

The procedure of Synthesis Example 10-a) is repeated, except that 1.53 g of 5-methylimidazo[5,1-b]thiazole and 3.46 g of (3R,5S)-1-allyloxycarbonyl-3-t-butyldimethylsilyloxy-5-formylpyrrolidine is used and the purification is successively performed by column chromatography on silica gel (ethyl acetate:methanol=9:1) and on Sephadex LH-20 (dichloromethane:methanol=1:1) to give 0.92 g of (3R,5S)-1-allyloxycarbonyl-3-t-butyldimethylsilyloxy-5-[1-hydroxy-1-(5-methylimidazo[5,1-b]thiazol-2-yl)methyl]pyrrolidine (a diastereomer mixture) as a slightly yellow amorphous material.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06180622B2
Source datasetuspto-grants-2001_01
ORD IDord-12da771ab59e405a90a6d91598e5790c
Source noteuspto-grants-2001_01