Technology Process of (4S,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester
There total 4 articles about (4S,5R,6R)-4,5-Dihydroxy-[1,2]oxazinane-2,6-dicarboxylic acid 2-benzyl ester 6-methyl ester which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
Multi-step reaction with 4 steps
1: 72 percent / chloro-nitroso compound / CH2Cl2; ethanol / -10 deg C, 16 h; 0 deg C, 3 h
2: NaHCO3 / methanol / 5 h / Ambient temperature
3: 70percent m-CPBA / CH2Cl2 / 120 h / Ambient temperature
4: 1.) formic acid, 2.) 11.5percent HCl, 3.) ClCO2Bn, NaHCO3 / 1.) H2O, 90 deg C, 1 h, 2.) MeOH, 0 deg C, 0.5 h then RT, 0.5 h, 3.) MeOH, 0.5 h
With
hydrogenchloride; formic acid; sodium hydrogencarbonate; benzyl chloroformate; nitrosylchloride; 3-chloro-benzenecarboperoxoic acid;
In
methanol; ethanol; dichloromethane;
DOI:10.1002/hlca.19980810550
- Guidance literature:
-
Multi-step reaction with 3 steps
1: NaHCO3 / methanol / 5 h / Ambient temperature
2: 70percent m-CPBA / CH2Cl2 / 120 h / Ambient temperature
3: 1.) formic acid, 2.) 11.5percent HCl, 3.) ClCO2Bn, NaHCO3 / 1.) H2O, 90 deg C, 1 h, 2.) MeOH, 0 deg C, 0.5 h then RT, 0.5 h, 3.) MeOH, 0.5 h
With
hydrogenchloride; formic acid; sodium hydrogencarbonate; benzyl chloroformate; 3-chloro-benzenecarboperoxoic acid;
In
methanol; dichloromethane;
DOI:10.1002/hlca.19980810550
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 70percent m-CPBA / CH2Cl2 / 120 h / Ambient temperature
2: 1.) formic acid, 2.) 11.5percent HCl, 3.) ClCO2Bn, NaHCO3 / 1.) H2O, 90 deg C, 1 h, 2.) MeOH, 0 deg C, 0.5 h then RT, 0.5 h, 3.) MeOH, 0.5 h
With
hydrogenchloride; formic acid; sodium hydrogencarbonate; benzyl chloroformate; 3-chloro-benzenecarboperoxoic acid;
In
dichloromethane;
DOI:10.1002/hlca.19980810550