Technology Process of (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene
There total 10 articles about (2S,8R)-2-<<(tert-butyldimethylsilyl)oxy>methyl>-8-<<(tert-butyldiphenylsilyl)oxy>methyl>-1-<(4-methylphenyl)sulfonyl>-1,5,9-triazabicyclo<4.4.0>dec-9-ene 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 4 steps
1: 86 percent / LiBH4, (CH3)3SiCl / tetrahydrofuran / <10 deg C, 30 min, then RT, 1h, then reflux, 2h
2: acetonitrile / 35 deg C, 3h, then standing overnight
3: imidazole / CH2Cl2 / 2 h / Ambient temperature
4: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH2Cl2, 0-10 deg C, 2h, 2.) reflux, overnight
With
1H-imidazole; lithium borohydride; chloro-trimethyl-silane; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate;
In
tetrahydrofuran; dichloromethane; acetonitrile;
DOI:10.1021/jo00299a013
- Guidance literature:
-
Multi-step reaction with 3 steps
1: acetonitrile / 35 deg C, 3h, then standing overnight
2: imidazole / CH2Cl2 / 2 h / Ambient temperature
3: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH2Cl2, 0-10 deg C, 2h, 2.) reflux, overnight
With
1H-imidazole; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate;
In
dichloromethane; acetonitrile;
DOI:10.1021/jo00299a013
- Guidance literature:
-
Multi-step reaction with 4 steps
1: Na2CO3 / CH2Cl2; H2O / 2 h / Ambient temperature
2: acetonitrile / 35 deg C, 3h, then standing overnight
3: imidazole / CH2Cl2 / 2 h / Ambient temperature
4: 1.) methyl trifluoromethanesulfonate, ethyldiisopropylamine, 2.) ethyldiisopropylamine / 1.) CH2Cl2, 0-10 deg C, 2h, 2.) reflux, overnight
With
1H-imidazole; sodium carbonate; N-ethyl-N,N-diisopropylamine; methyl trifluoromethanesulfonate;
In
dichloromethane; water; acetonitrile;
DOI:10.1021/jo00299a013
