Technology Process of (-)-(2S,3R,4R)-1-(benzyloxy)-6,6-dimethoxy-3-methylhexane-2,4-diol
There total 12 articles about (-)-(2S,3R,4R)-1-(benzyloxy)-6,6-dimethoxy-3-methylhexane-2,4-diol 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:
-
methylmagnesium chloride;
With
copper(l) chloride;
In
tetrahydrofuran; diethyl ether;
at -20 ℃;
for 0.5h;
(+)-(R)-2-(benzyloxy)-1-[(2R,3R)-3-(2,2-dimethoxyethyl)oxiran-2-yl]ethanol;
In
tetrahydrofuran; diethyl ether;
at -40 - 20 ℃;
for 4.33333h;
With
sodium periodate;
In
acetonitrile;
at 20 ℃;
for 1h;
Further stages.;
DOI:10.1021/ol070405p
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: (S)-Alpine Borane / tetrahydrofuran / 96 h / 20 °C
2.1: i-BuMgBr / Cp2TiCl2 / diethyl ether / 0 - 20 °C
3.1: D-diethyl tartrate; tert-butyl hydroperoxide / Ti(Oi-Pr)4 / CH2Cl2; decane / 48 h / -20 °C
4.1: CuCl / tetrahydrofuran; diethyl ether / 0.5 h / -20 °C
4.2: tetrahydrofuran; diethyl ether / 4.33 h / -40 - 20 °C
With
tert.-butylhydroperoxide; S-alpine borane; Diethyl tartrate; isobutylmagnesium bromide; copper(l) chloride;
titanium(IV) isopropylate; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; diethyl ether; decane; dichloromethane;
3.1: Sharpless epoxidation;
DOI:10.1021/ol070405p
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: i-BuMgBr / Cp2TiCl2 / diethyl ether / 0 - 20 °C
2.1: D-diethyl tartrate; tert-butyl hydroperoxide / Ti(Oi-Pr)4 / CH2Cl2; decane / 48 h / -20 °C
3.1: CuCl / tetrahydrofuran; diethyl ether / 0.5 h / -20 °C
3.2: tetrahydrofuran; diethyl ether / 4.33 h / -40 - 20 °C
With
tert.-butylhydroperoxide; Diethyl tartrate; isobutylmagnesium bromide; copper(l) chloride;
titanium(IV) isopropylate; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; diethyl ether; decane; dichloromethane;
2.1: Sharpless epoxidation;
DOI:10.1021/ol070405p