HuagongsheHuagongshe Chemistry Print Report · For research reference only
HCID 17773803, compound → HCID 20639574, compound
Participants
| Role | Name | HCID | Charge |
|---|---|---|---|
| Reactant | HCID 17773803 | HCID 17773803 | — |
| Reactant | (2S,4R)-1-allyloxycarbonyl-4-t-butyldimethylsilyloxy-2-formylpyrrolidine | HCID 22870383 | — |
| Product | HCID 20639574 | HCID 20639574 | 18.5% |
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
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patent number | US06180622B2 |
| Source dataset | uspto-grants-2001_01 |
| ORD ID | ord-12da771ab59e405a90a6d91598e5790c |
| Source note | uspto-grants-2001_01 |