Technology Process of (3R,4S,E)-4-methyl-1-phenylhept-1-en-5-yn-3-ol
There total 2 articles about (3R,4S,E)-4-methyl-1-phenylhept-1-en-5-yn-3-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:
-
(E)-3-phenylpropenal;
With
(S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate;
In
toluene;
at 0 ℃;
for 0.25h;
Inert atmosphere;
Molecular sieve;
(M)-4,4,5,5-tetramethyl-2-(penta-2,3-dien-2-yl)-1,3,2-dioxaborolane;
In
toluene;
at 0 - 20 ℃;
for 24h;
optical yield given as %ee;
enantioselective reaction;
Inert atmosphere;
Molecular sieve;
DOI:10.1021/ja3031467
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: pyridine / dichloromethane / 0 °C / Inert atmosphere
2.1: 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; sodium t-butanolate / tetrahydrofuran / 12 h / 20 - 50 °C / Inert atmosphere
3.1: (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate / toluene / 0.25 h / 0 °C / Inert atmosphere; Molecular sieve
3.2: 24 h / 0 - 20 °C / Inert atmosphere; Molecular sieve
With
pyridine; (S)-3,3'-bis(2,4,6-tri-iso-propylphenyl)-1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; 4,5-bis(diphenylphosphino)-9,9-dimethylxanthene; copper(l) chloride; sodium t-butanolate;
In
tetrahydrofuran; dichloromethane; toluene;
DOI:10.1021/ja3031467
