Technology Process of (3aS,4S,6S,7aS)-4-((4R,5S)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-vinyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran
There total 16 articles about (3aS,4S,6S,7aS)-4-((4R,5S)-5-((4-methoxybenzyloxy)methyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-2,2-dimethyl-6-vinyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyran 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:
-
Methyltriphenylphosphonium bromide;
With
potassium tert-butylate;
In
tetrahydrofuran;
at -10 - 20 ℃;
C23H32O8;
In
tetrahydrofuran;
at -10 - 20 ℃;
DOI:10.1016/j.tet.2013.05.067
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: dichloromethane / 1 h / 20 °C
2.1: diisobutylaluminium hydride / toluene; hexane / -78 - 0 °C
3.1: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C
4.1: AD-mix-β; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI) dihydrate; methanesulfonamide / tert-butyl alcohol / pH 7
5.1: toluene-4-sulfonic acid / acetone / 4 h / 0 - 20 °C
6.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C
7.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.33 h / -60 °C
7.2: -60 - 20 °C
8.1: potassium tert-butylate / tetrahydrofuran / -10 - 20 °C
8.2: -10 - 20 °C
With
potassium osmate(VI) dihydrate; oxalyl dichloride; methanesulfonamide; AD-mix-β; potassium tert-butylate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
tetrahydrofuran; hexane; dichloromethane; acetone; toluene; tert-butyl alcohol;
4.1: |Sharpless Dihydroxylation / 7.1: |Swern Oxidation / 7.2: |Swern Oxidation;
DOI:10.1016/j.tet.2013.05.067
- Guidance literature:
-
Multi-step reaction with 12 steps
1.1: toluene-4-sulfonic acid / acetone / 4 h / 0 - 20 °C
2.1: 1H-imidazole; sodium hydride / tetrahydrofuran; mineral oil / 0 - 20 °C
2.2: 0.5 h / 20 °C
2.3: 0.17 h
3.1: 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride / benzene / 2.5 h / 60 °C / Reflux
4.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / tert-butyl alcohol / 20 °C / pH 7
4.2: 3407 / 4 h / 20 °C / pH 7
5.1: dichloromethane / 1 h / 20 °C
6.1: diisobutylaluminium hydride / toluene; hexane / -78 - 0 °C
7.1: potassium tert-butylate / tetrahydrofuran / 3 h / 0 - 20 °C
8.1: AD-mix-β; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI) dihydrate; methanesulfonamide / tert-butyl alcohol / pH 7
9.1: toluene-4-sulfonic acid / acetone / 4 h / 0 - 20 °C
10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / 0 - 20 °C
11.1: dimethyl sulfoxide; oxalyl dichloride / dichloromethane / 0.33 h / -60 °C
11.2: -60 - 20 °C
12.1: potassium tert-butylate / tetrahydrofuran / -10 - 20 °C
12.2: -10 - 20 °C
With
1H-imidazole; potassium osmate(VI) dihydrate; osmium(VIII) oxide; oxalyl dichloride; 2,2'-azobis(isobutyronitrile); methanesulfonamide; AD-mix-β; potassium tert-butylate; tetrabutyl ammonium fluoride; tri-n-butyl-tin hydride; sodium hydride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 4-methylmorpholine N-oxide; 1,4-bis(9-O-dihydroquinidine)phthalazine;
In
tetrahydrofuran; hexane; dichloromethane; acetone; toluene; mineral oil; tert-butyl alcohol; benzene;
3.1: |Barton-McCombie Deoxygenation / 8.1: |Sharpless Dihydroxylation / 11.1: |Swern Oxidation / 11.2: |Swern Oxidation;
DOI:10.1016/j.tet.2013.05.067
