Technology Process of (3aS,4S,11bR)-3-Benzyl-4-[(S)-2-hydroxy-2-(toluene-4-sulfonyloxymethyl)-butyl]-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl ester
There total 9 articles about (3aS,4S,11bR)-3-Benzyl-4-[(S)-2-hydroxy-2-(toluene-4-sulfonyloxymethyl)-butyl]-2,3,3a,4,5,7-hexahydro-1H-pyrrolo[2,3-d]carbazole-6-carboxylic acid methyl 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:
- Guidance literature:
-
Multi-step reaction with 7 steps
1: L-(+)-diethyl tartrate, titanium(IV) isopropoxide, tert-butyl hydroperoxide, activated 4.0-Angstroem molecular sieves / CH2Cl2; 2,2,4-trimethyl-pentane / 1.) -20 deg C, 4 h, 2.) -15 deg C, 12 h
2: 91 percent / copper iodide / tetrahydrofuran / 1.) -25 to -30 deg C, 6 h, 2.) -15 deg C, 12 h
3: 99 percent / p-toluenesulfonic acid / acetone / 12 h
4: 1.) ozone, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 15 min, 2.) room temperature, 24 h
6: 175 mg / 10percent aq. HCl / methanol / 0.25 h / Heating
7: triethylamine / CH2Cl2 / 26 h
With
titanium(IV) isopropylate; hydrogenchloride; tert.-butylhydroperoxide; copper(l) iodide; diethyl (2R,3R)-tartrate; 4 A molecular sieve; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; 2,2,4-trimethylpentane; dichloromethane; acetone;
DOI:10.1021/jo00002a008
- Guidance literature:
-
Multi-step reaction with 6 steps
1: 91 percent / copper iodide / tetrahydrofuran / 1.) -25 to -30 deg C, 6 h, 2.) -15 deg C, 12 h
2: 99 percent / p-toluenesulfonic acid / acetone / 12 h
3: 1.) ozone, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 15 min, 2.) room temperature, 24 h
5: 175 mg / 10percent aq. HCl / methanol / 0.25 h / Heating
6: triethylamine / CH2Cl2 / 26 h
With
hydrogenchloride; copper(l) iodide; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine;
In
tetrahydrofuran; methanol; dichloromethane; acetone;
DOI:10.1021/jo00002a008
- Guidance literature:
-
Multi-step reaction with 5 steps
1: 99 percent / p-toluenesulfonic acid / acetone / 12 h
2: 1.) ozone, 2.) triphenylphosphine / 1.) CH2Cl2, -78 deg C, 15 min, 2.) room temperature, 24 h
4: 175 mg / 10percent aq. HCl / methanol / 0.25 h / Heating
5: triethylamine / CH2Cl2 / 26 h
With
hydrogenchloride; toluene-4-sulfonic acid; ozone; triethylamine; triphenylphosphine;
In
methanol; dichloromethane; acetone;
DOI:10.1021/jo00002a008
