Technology Process of 2-benzoyloxyethyl 2-acetamido-3-O-benzoyl-2,4-dideoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside
There total 8 articles about 2-benzoyloxyethyl 2-acetamido-3-O-benzoyl-2,4-dideoxy-β-L-threo-hex-4-ene-dialdo-1,5-pyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranoside;
With
pyridine; phosphoric acid; dicyclohexyl-carbodiimide;
In
dimethyl sulfoxide; toluene;
at 20 ℃;
for 72h;
With
oxalic acid;
In
methanol; toluene;
at 20 ℃;
for 0.5h;
With
triethylamine;
In
dichloromethane;
for 2h;
Further stages.;
DOI:10.1021/ja017370n
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 68 percent / trimethylsilyl triflate / CH2Cl2 / 1 h / 0 °C
2.1: 96 percent / zinc; acetic acid / tetrahydrofuran / 2 h / 20 °C / sonification
3.1: 68 percent / sodium methylate / methanol / 0 °C
4.1: 92 percent / triethylamine; DMAP / dimethylformamide / 3 h / 0 °C
5.1: 98 percent / pyridine / 3 h / -15 °C
6.1: 81 percent / acetyl chloride / methanol; diethyl ether / 2 h / 0 °C
7.1: phosphoric acid; pyridine; DCC / toluene; dimethylsulfoxide / 72 h / 20 °C
7.2: oxalic acid monohydrate / toluene; methanol / 0.5 h / 20 °C
7.3: 48 percent / triethylamine / CH2Cl2 / 2 h
With
pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; phosphoric acid; sodium methylate; acetic acid; triethylamine; acetyl chloride; dicyclohexyl-carbodiimide; zinc;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
7.1: Pfitzner-Morffatt oxidation;
DOI:10.1021/ja017370n
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 68 percent / trimethylsilyl triflate / CH2Cl2 / 1 h / 0 °C
2.1: 96 percent / zinc; acetic acid / tetrahydrofuran / 2 h / 20 °C / sonification
3.1: 68 percent / sodium methylate / methanol / 0 °C
4.1: 92 percent / triethylamine; DMAP / dimethylformamide / 3 h / 0 °C
5.1: 98 percent / pyridine / 3 h / -15 °C
6.1: 81 percent / acetyl chloride / methanol; diethyl ether / 2 h / 0 °C
7.1: phosphoric acid; pyridine; DCC / toluene; dimethylsulfoxide / 72 h / 20 °C
7.2: oxalic acid monohydrate / toluene; methanol / 0.5 h / 20 °C
7.3: 48 percent / triethylamine / CH2Cl2 / 2 h
With
pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; phosphoric acid; sodium methylate; acetic acid; triethylamine; acetyl chloride; dicyclohexyl-carbodiimide; zinc;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; toluene;
7.1: Pfitzner-Morffatt oxidation;
DOI:10.1021/ja017370n
