Technology Process of (-)-(2R,4S)-1-(benzyloxy)-6,6-dimethoxyhexane-2,4-diol
There total 13 articles about (-)-(2R,4S)-1-(benzyloxy)-6,6-dimethoxyhexane-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:
-
With
diisobutylaluminium hydride;
In
tetrahydrofuran;
at -78 ℃;
for 1h;
DOI:10.1021/ol070405p
- Guidance literature:
-
(+)-(S)-2-(benzyloxy)-1-[(2R,3R)-3-(2,2-dimethoxyethyl)oxiran-2-yl]ethanol;
With
sodium bis(2-methoxyethoxy)aluminium dihydride;
In
tetrahydrofuran; toluene;
at -40 - 20 ℃;
for 51h;
With
water;
In
tetrahydrofuran; toluene;
at -40 - 20 ℃;
With
sodium periodate;
In
acetonitrile;
at 20 ℃;
for 1h;
Further stages.;
DOI:10.1021/ol070405p
- Guidance literature:
-
Multi-step reaction with 5 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: Ph3P; p-nitrobenzoic acid; DIAD / toluene / 1.08 h / -78 - 20 °C
4.2: K2CO3 / methanol / 0.5 h / 20 °C
5.1: Red-Al / tetrahydrofuran; toluene / 51 h / -40 - 20 °C
5.2: H2O / tetrahydrofuran; toluene / -40 - 20 °C
5.3: 61 percent / aq. NaIO4 / acetonitrile / 1 h / 20 °C
With
tert.-butylhydroperoxide; S-alpine borane; Diethyl tartrate; di-isopropyl azodicarboxylate; isobutylmagnesium bromide; triphenylphosphine; sodium bis(2-methoxyethoxy)aluminium dihydride; 4-nitro-benzoic acid;
titanium(IV) isopropylate; bis(cyclopentadienyl)titanium dichloride;
In
tetrahydrofuran; diethyl ether; decane; dichloromethane; toluene;
3.1: Sharpless epoxidation / 4.1: Mitsunobu inversion;
DOI:10.1021/ol070405p
