Technology Process of ethyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1,5-dithio-α-D-gluco-octonopyranoside
There total 10 articles about ethyl 2,3,4-tri-O-benzyl-6,7-dideoxy-1,5-dithio-α-D-gluco-octonopyranoside which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
lithium aluminium tetrahydride;
In
diethyl ether;
at 0 ℃;
for 0.5h;
DOI:10.1021/ja002038h
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: 45 percent / BF3*Et2O / CH2Cl2 / 6 h / 20 °C
2.1: NaOMe / methanol / 0.5 h / 20 °C
3.1: 86 percent / p-toluenesulfonic acid / acetonitrile / 20 h / 20 °C
4.1: NaH / dimethylformamide / 0.17 h / 0 °C
4.2: 92 percent / dimethylformamide / 2 h
5.1: 86 percent / Me3N*BH3; AlCl3; molecular sieves / CH2Cl2; diethyl ether / 0.5 h / 0 °C
6.1: DMSO; oxalyl chloride / CH2Cl2 / 0.25 h / -78 °C
7.1: CH2Cl2 / 1 h / 20 °C
8.1: NaBH4; CoCl2*H2O6 / ethanol; tetrahydrofuran / 3 h / 20 °C
9.1: LiAlH4 / diethyl ether / 0.5 h / 0 °C
With
sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; oxalyl dichloride; trimethylamine-borane; boron trifluoride diethyl etherate; sodium methylate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; cobalt(II) chloride;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
6.1: Swern oxidation / 7.1: Wittig olefination;
DOI:10.1021/ja002038h
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 86 percent / p-toluenesulfonic acid / acetonitrile / 20 h / 20 °C
2.1: NaH / dimethylformamide / 0.17 h / 0 °C
2.2: 92 percent / dimethylformamide / 2 h
3.1: 86 percent / Me3N*BH3; AlCl3; molecular sieves / CH2Cl2; diethyl ether / 0.5 h / 0 °C
4.1: DMSO; oxalyl chloride / CH2Cl2 / 0.25 h / -78 °C
5.1: CH2Cl2 / 1 h / 20 °C
6.1: NaBH4; CoCl2*H2O6 / ethanol; tetrahydrofuran / 3 h / 20 °C
7.1: LiAlH4 / diethyl ether / 0.5 h / 0 °C
With
sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; oxalyl dichloride; trimethylamine-borane; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; cobalt(II) chloride;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
4.1: Swern oxidation / 5.1: Wittig olefination;
DOI:10.1021/ja002038h