Technology Process of methyl (3S,4E,6R)-6-[2,3-di-O-benzyl-4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl]-6-hydroxy-2-(methoxycarbonyl)-3-methylhex-4-enoate
There total 7 articles about methyl (3S,4E,6R)-6-[2,3-di-O-benzyl-4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl]-6-hydroxy-2-(methoxycarbonyl)-3-methylhex-4-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:
-
malonic acid dimethyl ester;
With
sodium hydride;
In
tetrahydrofuran;
(1R,4R)-1-[2,3-di-O-benzyl-4,6-dideoxy-6-(methoxycarbonyl)-D-gluco-β-C-pyranosyl]-4-O-(ethoxycarbonyl)pent-2-ene-1,4-diol;
palladium diacetate; 1,2-bis-(diphenylphosphino)ethane;
In
tetrahydrofuran;
at 20 ℃;
Further stages.;
DOI:10.1002/ejoc.200300255
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 343 mg / MgBr2; methyllithium / diethyl ether / -30 - 20 °C
2.1: 90 percent / DEAD; triphenylphosphane / tetrahydrofuran / 1 h / 0 °C
3.1: 85 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C
4.1: 90 percent / pyridine / CH2Cl2 / 0 - 20 °C
5.1: 70 percent / K2CO3 / methanol / 0.25 h / 20 °C
6.1: 70 percent / hydrogen; pyridine / Pd/C / ethyl acetate / 20 °C
7.1: NaH / tetrahydrofuran
7.2: 80 percent / Pd(OAc)2; bis(diphenylphosphanyl)ethane / tetrahydrofuran / 20 °C
With
pyridine; tetrabutyl ammonium fluoride; methyllithium; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; magnesium bromide; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.200300255
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: 90 percent / DEAD; triphenylphosphane / tetrahydrofuran / 1 h / 0 °C
2.1: 85 percent / tetrabutylammonium fluoride / tetrahydrofuran / 0 - 20 °C
3.1: 90 percent / pyridine / CH2Cl2 / 0 - 20 °C
4.1: 70 percent / K2CO3 / methanol / 0.25 h / 20 °C
5.1: 70 percent / hydrogen; pyridine / Pd/C / ethyl acetate / 20 °C
6.1: NaH / tetrahydrofuran
6.2: 80 percent / Pd(OAc)2; bis(diphenylphosphanyl)ethane / tetrahydrofuran / 20 °C
With
pyridine; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; potassium carbonate; triphenylphosphine; diethylazodicarboxylate;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; dichloromethane; ethyl acetate;
DOI:10.1002/ejoc.200300255
