ChemicalBook CAS DataBase List streptazolin

streptazolin synthesis

2synthesis methods

Product Name:streptazolin
CAS Number:80152-07-4
Molecular formula:C11H13NO3
Molecular Weight:207.23

3H-Oxazolo[3,4-a]pyridine-3,7(1H)-dione, 8-bromo-1-[(1S)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-butyn-1-yl]-8,8a-dihydro-, (1S,8R,8aR)-

271600-60-3
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80152-07-4
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$93.00/1mg

Yield:-

Steps:

Multi-step reaction with 5 steps
1: 58 percent / K-Selectride / tetrahydrofuran / 0.5 h / -78 °C
2: pyridine / CH₂Cl₂ / 4 h / 25 °C
3: DBU / CH₂Cl₂ / 10 h / 25 °C
4: 50 percent / sodium formate / Pd(OAc)2/TPP / tetrahydrofuran / 20 h / 130 °C
5: 95 percent / TBAF / tetrahydrofuran / 0.5 h / 0 °C

References:

Huang, Shenlin;Comins, Daniel L. [Chemical Communications,2000,# 7,p. 569 - 570]

3H-Oxazolo[3,4-a]pyridine-3,7(1H)-dione, 8,8a-dihydro-1-[(1R)-1-hydroxy-2-butyn-1-yl]-6-[tris(1-methylethyl)silyl]-, (1S,8aS)-

271600-56-7
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80152-07-4
12 suppliers
$93.00/1mg

References

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