Technology Process of 2,2-Dimethyl-propionic acid (2S,4aR,5aR,6R,7R,8aR,9R,9aR)-9-azido-2-phenyl-7-phenylsulfanyl-octahydro-furo[2',3':5,6]pyrano[3,2-d][1,3]dioxin-6-yl ester
There total 12 articles about 2,2-Dimethyl-propionic acid (2S,4aR,5aR,6R,7R,8aR,9R,9aR)-9-azido-2-phenyl-7-phenylsulfanyl-octahydro-furo[2',3':5,6]pyrano[3,2-d][1,3]dioxin-6-yl ester 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:
-
-
154706-35-1
(2S,4aR,5aS,6R,7R,8aR,9R,9aR)-9-Azido-2-phenyl-7-phenylsulfanyl-octahydro-furo[2',3':5,6]pyrano[3,2-d][1,3]dioxin-6-ol
-
-
154706-36-2
2,2-Dimethyl-propionic acid (2S,4aR,5aR,6R,7R,8aR,9R,9aR)-9-azido-2-phenyl-7-phenylsulfanyl-octahydro-furo[2',3':5,6]pyrano[3,2-d][1,3]dioxin-6-yl ester
- Guidance literature:
-
With
pyridine; dmap; triethylamine;
DOI:10.1021/jo00084a005
-
-
154706-36-2
2,2-Dimethyl-propionic acid (2S,4aR,5aR,6R,7R,8aR,9R,9aR)-9-azido-2-phenyl-7-phenylsulfanyl-octahydro-furo[2',3':5,6]pyrano[3,2-d][1,3]dioxin-6-yl ester
- Guidance literature:
-
Multi-step reaction with 9 steps
1: ZnCl2
2: 2.) aq. H3PO4 / 1.) THF, 2.) THF
3: 94 percent / pyridine / CH2Cl2 / 0 °C
4: DIBAL / tetrahydrofuran / -78 °C
5: DMAP, Et3N, pyridine
6: 95 percent / n-Bu4NN3 / benzene
7: NH3 / methanol
8: 73 percent / N-iodosuccinimide, TfOH / 1 h / 0 °C
9: 99 percent / DMAP, pyridine, Et3N
With
pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; phosphoric acid; ammonia; tetrabutylammoniun azide; diisobutylaluminium hydride; triethylamine; zinc(II) chloride;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/jo00084a005
-
-
154706-36-2
2,2-Dimethyl-propionic acid (2S,4aR,5aR,6R,7R,8aR,9R,9aR)-9-azido-2-phenyl-7-phenylsulfanyl-octahydro-furo[2',3':5,6]pyrano[3,2-d][1,3]dioxin-6-yl ester
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 2.) aq. H3PO4 / 1.) THF, 2.) THF
2: 94 percent / pyridine / CH2Cl2 / 0 °C
3: DIBAL / tetrahydrofuran / -78 °C
4: DMAP, Et3N, pyridine
5: 95 percent / n-Bu4NN3 / benzene
6: NH3 / methanol
7: 73 percent / N-iodosuccinimide, TfOH / 1 h / 0 °C
8: 99 percent / DMAP, pyridine, Et3N
With
pyridine; dmap; N-iodo-succinimide; trifluorormethanesulfonic acid; phosphoric acid; ammonia; tetrabutylammoniun azide; diisobutylaluminium hydride; triethylamine;
In
tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1021/jo00084a005