Technology Process of 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-5a-difluoro-5a-carba-α-D-galacto-octopyranose
There total 7 articles about 2,3,4-tri-O-benzyl-6,6,7,7-tetradehydro-6,7,8-trideoxy-5a-difluoro-5a-carba-α-D-galacto-octopyranose 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:
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949886-87-7
2,6-anhydro-3,4,5-tri-O-benzyl-7,7,8,8-tetradehydro-1,7,8,9-tetradeoxy-1,1-difluoro-D-galacto-non-1-enitol
- Guidance literature:
-
2,6-anhydro-3,4,5-tri-O-benzyl-7,7,8,8-tetradehydro-1,7,8,9-tetradeoxy-1,1-difluoro-D-galacto-non-1-enitol;
With
dicobalt octacarbonyl;
In
dichloromethane;
at 20 ℃;
for 1h;
With
triisobutylaluminum;
In
dichloromethane; toluene;
at -78 - 20 ℃;
for 1h;
With
ammonium cerium(IV) nitrate; triethylamine;
In
acetone;
at 20 ℃;
for 0.5h;
Further stages.;
DOI:10.1016/j.carres.2007.05.021
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 2 h / -78 - 20 °C
2.1: 155.9 mg / HMPT / tetrahydrofuran / 3 h / -10 - 20 °C
3.1: Co2(CO)8 / CH2Cl2 / 1 h / 20 °C
3.2: TIBAL / toluene; CH2Cl2 / 1 h / -78 - 20 °C
3.3: 35 percent / ammonium cerium(IV) nitrate; Et3N / acetone / 0.5 h / 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; dicobalt octacarbonyl; oxalyl dichloride; dimethyl sulfoxide; triethylamine;
In
tetrahydrofuran; dichloromethane;
1.1: Swern oxidation;
DOI:10.1016/j.carres.2007.05.021
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 1.8 g / PPh3 / CH2Cl2 / 2.25 h / 0 - 20 °C
2.1: BuLi / tetrahydrofuran; hexane / 2 h / -78 - -40 °C
2.2: 78 percent / HMPA / tetrahydrofuran; hexane / 48 h / -78 - 20 °C
3.1: 71 percent / ammonium cerium(IV) nitrate / H2O; acetone / 0.08 h / 20 °C
4.1: (COCl)2; DMSO; Et3N / CH2Cl2 / 2 h / -78 - 20 °C
5.1: 155.9 mg / HMPT / tetrahydrofuran / 3 h / -10 - 20 °C
6.1: Co2(CO)8 / CH2Cl2 / 1 h / 20 °C
6.2: TIBAL / toluene; CH2Cl2 / 1 h / -78 - 20 °C
6.3: 35 percent / ammonium cerium(IV) nitrate; Et3N / acetone / 0.5 h / 20 °C
With
N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; dicobalt octacarbonyl; oxalyl dichloride; ammonium cerium(IV) nitrate; dimethyl sulfoxide; triethylamine; triphenylphosphine;
In
tetrahydrofuran; hexane; dichloromethane; water; acetone;
2.1: Corey-Fuchs reaction / 4.1: Swern oxidation;
DOI:10.1016/j.carres.2007.05.021
