Technology Process of Methyl (E)-5,9:8,12-dianhydro-10-O-benzyl-6,13-bis-2,3,4,7,11-pentadeoxy-9-C-methyl-D-threo-L-allo-tridec-2-enoate
There total 15 articles about Methyl (E)-5,9:8,12-dianhydro-10-O-benzyl-6,13-bis-2,3,4,7,11-pentadeoxy-9-C-methyl-D-threo-L-allo-tridec-2-enoate 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 7 steps
1: tetrahydrofuran / 0.5 h / 0 °C
2: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature
3: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2 h, 2.) 3 h
4: benzene / 6 h / 25 °C
5: 92 percent / NaH / tetrahydrofuran / 5 h / 25 °C
6: DIBAL / CH2Cl2 / 0.25 h / -78 °C
7: benzene / 6 h / 25 °C
With
1H-imidazole; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00199a031
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2 h, 2.) 3 h
2: tetrahydrofuran / 0.5 h / 0 °C
3: 88 percent / imidazole / dimethylformamide / 16 h / Ambient temperature
4: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2 h, 2.) 3 h
5: benzene / 6 h / 25 °C
6: 92 percent / NaH / tetrahydrofuran / 5 h / 25 °C
7: DIBAL / CH2Cl2 / 0.25 h / -78 °C
8: benzene / 6 h / 25 °C
With
1H-imidazole; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; triphenylphosphine;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ja00199a031
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 1.) ozone, 2.) dimethylsulfide, triphenylphosphine / 1.) CH2Cl2, -78 deg C, 2 h, 2.) 3 h
2: benzene / 6 h / 25 °C
3: 72 percent / sodium hydride / tetrahydrofuran / 5 h / 25 °C
4: 69 percent / Jones' reagent / acetone / 0.5 h / 0 °C
5: 85 percent / sodium borohydride / methanol / 0.17 h / 0 °C
6: 89 percent / imidazole / dimethylformamide / 16 h / Ambient temperature
7: DIBAL / CH2Cl2 / 0.25 h / -78 °C
8: benzene / 6 h / 25 °C
With
1H-imidazole; sodium tetrahydroborate; jones' reagent; dimethylsulfide; sodium hydride; diisobutylaluminium hydride; ozone; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; benzene;
DOI:10.1021/ja00199a031
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