Technology Process of 1,5-anhydro-6,7,8-trideoxy-2,3,4-tri-O-benzyl-5-thio-D-gluco-octinol
There total 19 articles about 1,5-anhydro-6,7,8-trideoxy-2,3,4-tri-O-benzyl-5-thio-D-gluco-octinol 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:
-
With
lithium bromide;
In
tetrahydrofuran;
for 1h;
Heating;
DOI:10.1021/ja002038h
- Guidance literature:
-
Multi-step reaction with 12 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
10.1: 89 percent / AIBN; (n-Bu)3SnH / toluene / 0.25 h / Heating
11.1: pyridine / 0.5 h / 20 °C
12.1: LiBr / tetrahydrofuran / 1 h / Heating
With
pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); trimethylamine-borane; boron trifluoride diethyl etherate; tri-n-butyl-tin hydride; sodium methylate; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; cobalt(II) chloride; lithium bromide;
In
tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
6.1: Swern oxidation / 7.1: Wittig olefination;
DOI:10.1021/ja002038h
- Guidance literature:
-
Multi-step reaction with 10 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
8.1: 89 percent / AIBN; (n-Bu)3SnH / toluene / 0.25 h / Heating
9.1: pyridine / 0.5 h / 20 °C
10.1: LiBr / tetrahydrofuran / 1 h / Heating
With
pyridine; sodium tetrahydroborate; lithium aluminium tetrahydride; aluminium trichloride; molecular sieve; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); trimethylamine-borane; tri-n-butyl-tin hydride; sodium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; cobalt(II) chloride; lithium bromide;
In
tetrahydrofuran; diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile;
4.1: Swern oxidation / 5.1: Wittig olefination;
DOI:10.1021/ja002038h
