Technology Process of (-)-phenyl (2R,3R)-4-benzyloxy-3-(tert-butyldimethylsiloxy)-2-methylbutyrate
There total 5 articles about (-)-phenyl (2R,3R)-4-benzyloxy-3-(tert-butyldimethylsiloxy)-2-methylbutyrate which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: lithium diisopropylamide / tetrahydrofuran / 1 h / -78 °C
1.2: 72 percent / tetrahydrofuran / 1.75 h / -78 - 20 °C
2.1: (R,R)-ruthenium complex; Et3N; HCO2H / CH2Cl2 / 16 h / 20 °C
3.1: bis(trimethylsilylperoxide); rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; SnCl4 / molecular sieves 4 Angstroem / CH2Cl2 / 12 h / 20 °C
3.2: acetic acid / tetrahydrofuran; H2O / 18 h / 20 °C
4.1: 2,6-lutidine / CH2Cl2 / 1 h / -78 °C
With
2,6-dimethylpyridine; formic acid; bis-trimethylsilanyl peroxide; rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; (R,R)-ruthenium; tin(IV) chloride; triethylamine; lithium diisopropyl amide;
4 A molecular sieve;
In
tetrahydrofuran; dichloromethane;
3.1: Baeyer-Villiger oxidation;
DOI:10.1021/jo035068m
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (R,R)-ruthenium complex; Et3N; HCO2H / CH2Cl2 / 16 h / 20 °C
2.1: bis(trimethylsilylperoxide); rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; SnCl4 / molecular sieves 4 Angstroem / CH2Cl2 / 12 h / 20 °C
2.2: acetic acid / tetrahydrofuran; H2O / 18 h / 20 °C
3.1: 2,6-lutidine / CH2Cl2 / 1 h / -78 °C
With
2,6-dimethylpyridine; formic acid; bis-trimethylsilanyl peroxide; rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; (R,R)-ruthenium; tin(IV) chloride; triethylamine;
4 A molecular sieve;
In
dichloromethane;
2.1: Baeyer-Villiger oxidation;
DOI:10.1021/jo035068m
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 96 percent / DCC / tetrahydrofuran / 12 h / 20 °C
2.1: lithium diisopropylamide / tetrahydrofuran / 1 h / -78 °C
2.2: 72 percent / tetrahydrofuran / 1.75 h / -78 - 20 °C
3.1: (R,R)-ruthenium complex; Et3N; HCO2H / CH2Cl2 / 16 h / 20 °C
4.1: bis(trimethylsilylperoxide); rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; SnCl4 / molecular sieves 4 Angstroem / CH2Cl2 / 12 h / 20 °C
4.2: acetic acid / tetrahydrofuran; H2O / 18 h / 20 °C
5.1: 2,6-lutidine / CH2Cl2 / 1 h / -78 °C
With
2,6-dimethylpyridine; formic acid; bis-trimethylsilanyl peroxide; rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; (R,R)-ruthenium; tin(IV) chloride; triethylamine; dicyclohexyl-carbodiimide; lithium diisopropyl amide;
4 A molecular sieve;
In
tetrahydrofuran; dichloromethane;
4.1: Baeyer-Villiger oxidation;
DOI:10.1021/jo035068m
