Technology Process of Benzoic acid (1S,2S,3R,4R)-1-isopropyl-2,4-dimethyl-5-oxo-3-triethylsilanyloxy-pentyl ester
There total 5 articles about Benzoic acid (1S,2S,3R,4R)-1-isopropyl-2,4-dimethyl-5-oxo-3-triethylsilanyloxy-pentyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 1.) cHex2BCl, Et3N, 3.) H2O2 / 1.) Et2O, 0 deg C, 2 h, 2.) Et2O, 0 deg C, 2 h; -20 deg C, 16 h, 3.) pH7 buffer-MeOH, 0 deg C, 1 h
2: 86 percent / SmI2 / tetrahydrofuran / 16 h / 3 °C
3: 2,6-lutidine / CH2Cl2 / 0.67 h / -78 °C
4: H2 / Pd(OH)2 / tetrahydrofuran / 16 h / 20 °C
5: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 90 min, 2.) CH2Cl2, -78 deg C, 30 min
With
2,6-dimethylpyridine; samarium diiodide; oxalyl dichloride; dicyclohexylboron chloride; hydrogen; dihydrogen peroxide; dimethyl sulfoxide; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(96)02395-7
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 86 percent / SmI2 / tetrahydrofuran / 16 h / 3 °C
2: 2,6-lutidine / CH2Cl2 / 0.67 h / -78 °C
3: H2 / Pd(OH)2 / tetrahydrofuran / 16 h / 20 °C
4: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 90 min, 2.) CH2Cl2, -78 deg C, 30 min
With
2,6-dimethylpyridine; samarium diiodide; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(96)02395-7
- Guidance literature:
-
Multi-step reaction with 3 steps
1: 2,6-lutidine / CH2Cl2 / 0.67 h / -78 °C
2: H2 / Pd(OH)2 / tetrahydrofuran / 16 h / 20 °C
3: 1.) (COCl)2, DMSO, 2.) Et3N / 1.) CH2Cl2, -78 deg C, 90 min, 2.) CH2Cl2, -78 deg C, 30 min
With
2,6-dimethylpyridine; oxalyl dichloride; hydrogen; dimethyl sulfoxide; triethylamine;
palladium dihydroxide;
In
tetrahydrofuran; dichloromethane;
DOI:10.1016/S0040-4039(96)02395-7
