Technology Process of (1S,9S,10R,11S,12R)-4,12-Bis-benzyloxy-5-bromo-11-iodo-1-methyl-8,13-dioxa-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-10-ol
There total 12 articles about (1S,9S,10R,11S,12R)-4,12-Bis-benzyloxy-5-bromo-11-iodo-1-methyl-8,13-dioxa-tricyclo[7.3.1.02,7]trideca-2,4,6-trien-10-ol 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:
-
With
hydrogen iodide;
In
acetone;
for 4h;
Heating;
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 71 percent / K2CO3 / acetone / Ambient temperature
2: 1) butyllithium / 1) THF, hexane, 0 deg C, 30 min; 2) THF, hexane, 1 h, 0 deg C
3: 85percent m-chloroperbenzoic acid / CH2Cl2 / Ambient temperature
4: NaBr, trimethylsilyl chloride / acetonitrile / Ambient temperature
5: 63 percent / t-butyl hydroperoxide, Triton B / methanol / 2 h / 0 °C
6: 79 percent / NaBH4 / propan-2-ol / 14 h / Ambient temperature
7: 1) sodium hydride / 1) THF, mineral oil, 15 min; 2) THF, reflux, 2 h
8: 43 percent / aq. HI / acetone / 4 h / Heating
With
tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; hydrogen iodide; N-benzyl-trimethylammonium hydroxide; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium bromide;
In
methanol; dichloromethane; isopropyl alcohol; acetone; acetonitrile;
- Guidance literature:
-
Multi-step reaction with 10 steps
1: 92 percent / AlCl3 / nitrobenzene / 2 h / Ambient temperature
2: 90 percent / BBr3 / CH2Cl2 / 30 min at -70 deg C, then warming to room temp.
3: 71 percent / K2CO3 / acetone / Ambient temperature
4: 1) butyllithium / 1) THF, hexane, 0 deg C, 30 min; 2) THF, hexane, 1 h, 0 deg C
5: 85percent m-chloroperbenzoic acid / CH2Cl2 / Ambient temperature
6: NaBr, trimethylsilyl chloride / acetonitrile / Ambient temperature
7: 63 percent / t-butyl hydroperoxide, Triton B / methanol / 2 h / 0 °C
8: 79 percent / NaBH4 / propan-2-ol / 14 h / Ambient temperature
9: 1) sodium hydride / 1) THF, mineral oil, 15 min; 2) THF, reflux, 2 h
10: 43 percent / aq. HI / acetone / 4 h / Heating
With
tert.-butylhydroperoxide; sodium tetrahydroborate; n-butyllithium; chloro-trimethyl-silane; aluminium trichloride; hydrogen iodide; boron tribromide; N-benzyl-trimethylammonium hydroxide; sodium hydride; potassium carbonate; 3-chloro-benzenecarboperoxoic acid; sodium bromide;
In
methanol; dichloromethane; nitrobenzene; isopropyl alcohol; acetone; acetonitrile;
