Technology Process of (2S,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-methyldecane-1,4-diol
There total 10 articles about (2S,3R,4R)-2,3-bis(benzyloxy)-10-t-butyldiphenylsiloxy-4-methyldecane-1,4-diol which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: 97 percent / 9-BBN / tetrahydrofuran / 16 h / 20 °C
2: 1.40 g / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
3: 2.37 g / n-BuLi / tetrahydrofuran; hexane / 13 h / 20 °C
4: 2.38 g / H2 / Pd-C / ethanol / 4 h
5: Et2O*BF3 / acetic anhydride / 0.5 h / -25 °C
6: K2CO3 / methanol / 3.5 h / 20 °C
7: 2.61 g / NaBH4 / methanol / 2 h / 20 °C
With
sodium tetrahydroborate; 9-borabicyclo[3.3.1]nonane dimer; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetic anhydride;
3: Wittig reaction;
DOI:10.1246/bcsj.79.468
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 2.37 g / n-BuLi / tetrahydrofuran; hexane / 13 h / 20 °C
2: 2.38 g / H2 / Pd-C / ethanol / 4 h
3: Et2O*BF3 / acetic anhydride / 0.5 h / -25 °C
4: K2CO3 / methanol / 3.5 h / 20 °C
5: 2.61 g / NaBH4 / methanol / 2 h / 20 °C
With
sodium tetrahydroborate; n-butyllithium; boron trifluoride diethyl etherate; hydrogen; potassium carbonate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; acetic anhydride;
1: Wittig reaction;
DOI:10.1246/bcsj.79.468
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 1.40 g / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 - 20 °C
2: 2.37 g / n-BuLi / tetrahydrofuran; hexane / 13 h / 20 °C
3: 2.38 g / H2 / Pd-C / ethanol / 4 h
4: Et2O*BF3 / acetic anhydride / 0.5 h / -25 °C
5: K2CO3 / methanol / 3.5 h / 20 °C
6: 2.61 g / NaBH4 / methanol / 2 h / 20 °C
With
sodium tetrahydroborate; n-butyllithium; oxalyl dichloride; boron trifluoride diethyl etherate; hydrogen; potassium carbonate; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; ethanol; hexane; dichloromethane; acetic anhydride;
2: Wittig reaction;
DOI:10.1246/bcsj.79.468
