Technology Process of 6-O-acetyl-2,3,4-tri-O-benzyl-N-[(tert-butoxy)carbonyl]-5a-carba-2,5a-cyclo-β-D-glucopyranosylamine
There total 10 articles about 6-O-acetyl-2,3,4-tri-O-benzyl-N-[(tert-butoxy)carbonyl]-5a-carba-2,5a-cyclo-β-D-glucopyranosylamine which
guide to synthetic route it.
The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:
synthetic route:
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 9.47 g / NaBH4; NiCl2 / methanol / 5 h / 20 °C
2.1: AcOH / CH2Cl2
2.2: 10.07 g / NaBH3CN / CH2Cl2 / 4 h / 0 - 20 °C
3.1: 11.48 g / imidazole / dimethylformamide / 3 h / 20 °C
4.1: 83 percent / MCPBA / CH2Cl2 / 0.25 h / 0 - 20 °C
5.1: 63 percent / 0.25 h / 145 °C
6.1: Cu powder / toluene / 10 h / 110 °C
7.1: 865 mg / KOH / ethanol; H2O / 15 h / 100 °C
8.1: 963 mg / pyridine / 4 h / 20 °C
9.1: Et3N; ethyl chloroformate / acetone / 1 h / 0 °C
9.2: 805 mg / NaN3 / acetone; H2O / 2.5 h / 0 - 23 °C
10.1: toluene / 1.5 h / 100 °C
10.2: 555 mg / toluene / 24 h / 100 °C
With
pyridine; 1H-imidazole; potassium hydroxide; sodium tetrahydroborate; chloroformic acid ethyl ester; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; nickel dichloride;
copper;
In
methanol; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
5.1: Cope elimination / 10.1: Curtius degradation;
DOI:10.1002/1522-2675(200204)85:4<1118::AID-HLCA1118>3.0.CO;2-S
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 11.48 g / imidazole / dimethylformamide / 3 h / 20 °C
2.1: 83 percent / MCPBA / CH2Cl2 / 0.25 h / 0 - 20 °C
3.1: 63 percent / 0.25 h / 145 °C
4.1: Cu powder / toluene / 10 h / 110 °C
5.1: 865 mg / KOH / ethanol; H2O / 15 h / 100 °C
6.1: 963 mg / pyridine / 4 h / 20 °C
7.1: Et3N; ethyl chloroformate / acetone / 1 h / 0 °C
7.2: 805 mg / NaN3 / acetone; H2O / 2.5 h / 0 - 23 °C
8.1: toluene / 1.5 h / 100 °C
8.2: 555 mg / toluene / 24 h / 100 °C
With
pyridine; 1H-imidazole; potassium hydroxide; chloroformic acid ethyl ester; triethylamine; 3-chloro-benzenecarboperoxoic acid;
copper;
In
ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
3.1: Cope elimination / 8.1: Curtius degradation;
DOI:10.1002/1522-2675(200204)85:4<1118::AID-HLCA1118>3.0.CO;2-S
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: AcOH / CH2Cl2
1.2: 10.07 g / NaBH3CN / CH2Cl2 / 4 h / 0 - 20 °C
2.1: 11.48 g / imidazole / dimethylformamide / 3 h / 20 °C
3.1: 83 percent / MCPBA / CH2Cl2 / 0.25 h / 0 - 20 °C
4.1: 63 percent / 0.25 h / 145 °C
5.1: Cu powder / toluene / 10 h / 110 °C
6.1: 865 mg / KOH / ethanol; H2O / 15 h / 100 °C
7.1: 963 mg / pyridine / 4 h / 20 °C
8.1: Et3N; ethyl chloroformate / acetone / 1 h / 0 °C
8.2: 805 mg / NaN3 / acetone; H2O / 2.5 h / 0 - 23 °C
9.1: toluene / 1.5 h / 100 °C
9.2: 555 mg / toluene / 24 h / 100 °C
With
pyridine; 1H-imidazole; potassium hydroxide; chloroformic acid ethyl ester; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid;
copper;
In
ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;
4.1: Cope elimination / 9.1: Curtius degradation;
DOI:10.1002/1522-2675(200204)85:4<1118::AID-HLCA1118>3.0.CO;2-S
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