Technology Process of (2R,3R)-4-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-2-methylbutanal
There total 12 articles about (2R,3R)-4-(benzyloxy)-3-[(tert-butyldimethylsilyl)oxy]-2-methylbutanal which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
diisobutylaluminium hydride;
In
hexane; dichloromethane;
at -78 ℃;
DOI:10.1002/ejoc.202000156
- Guidance literature:
-
Multi-step reaction with 5 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
4.1: DIBAL-H / toluene; hexane / 1 h / -78 °C
5.1: oxalyl chloride; DMSO / CH2Cl2 / 0.33 h / -78 °C
With
2,6-dimethylpyridine; formic acid; oxalyl dichloride; bis-trimethylsilanyl peroxide; rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; (R,R)-ruthenium; tin(IV) chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine;
4 A molecular sieve;
In
hexane; dichloromethane; toluene;
2.1: Baeyer-Villiger oxidation / 5.1: Swern reacrion;
DOI:10.1021/jo035068m
- Guidance literature:
-
Multi-step reaction with 6 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
5.1: DIBAL-H / toluene; hexane / 1 h / -78 °C
6.1: oxalyl chloride; DMSO / CH2Cl2 / 0.33 h / -78 °C
With
2,6-dimethylpyridine; formic acid; oxalyl dichloride; bis-trimethylsilanyl peroxide; rac. trans-N,N'-bis(p-toluenesulfonyl)cylohexan-1,2-diamine; (R,R)-ruthenium; tin(IV) chloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide;
4 A molecular sieve;
In
tetrahydrofuran; hexane; dichloromethane; toluene;
3.1: Baeyer-Villiger oxidation / 6.1: Swern reacrion;
DOI:10.1021/jo035068m