Technology Process of methyl (3S,4R,5R,6S)-3-phenyl-4,5,6-tris(methoxymethoxy)-7-octenoate
There total 7 articles about methyl (3S,4R,5R,6S)-3-phenyl-4,5,6-tris(methoxymethoxy)-7-octenoate 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:
-
bromobenzene;
With
magnesium;
In
tetrahydrofuran;
Heating;
With
copper(l) iodide;
In
tetrahydrofuran;
at -20 ℃;
for 0.5h;
methyl (2E,4R,5R,6S)-4,5,6-tris(methoxymethoxy)-2,7-octadienoate;
With
chloro-trimethyl-silane;
In
tetrahydrofuran;
at -78 - 20 ℃;
DOI:10.1021/jo0607562
- Guidance literature:
-
Multi-step reaction with 5 steps
1.1: 61.3 percent / H2 / Pd/C / tetrahydrofuran / 12 h / 2068.59 Torr
2.1: BuLi / tetrahydrofuran; hexane / 2 h / 20 °C
2.2: 60.8 percent / tetrahydrofuran; hexane / 45 - 50 °C
3.1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 °C
4.1: 1.48 g / CH2Cl2 / 10 h / -78 - 20 °C
5.1: Mg / tetrahydrofuran / Heating
5.2: CuI / tetrahydrofuran / 0.5 h / -20 °C
5.3: 46 percent / Me3SiCl / tetrahydrofuran / -78 - 20 °C
With
n-butyllithium; oxalyl dichloride; hydrogen; magnesium; dimethyl sulfoxide; triethylamine;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane;
2.2: Wittig methylenation / 3.1: Swern oxidation / 4.1: Wittig olefination;
DOI:10.1021/jo0607562
-
-
87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2
D-Xylose
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: 73.8 percent / AcCl / 24 h / 50 °C
2.1: 82 percent / iPr2NEt / CH2Cl2 / 12 h / 20 °C
3.1: 61.3 percent / H2 / Pd/C / tetrahydrofuran / 12 h / 2068.59 Torr
4.1: BuLi / tetrahydrofuran; hexane / 2 h / 20 °C
4.2: 60.8 percent / tetrahydrofuran; hexane / 45 - 50 °C
5.1: oxalyl chloride; DMSO; Et3N / CH2Cl2 / -78 °C
6.1: 1.48 g / CH2Cl2 / 10 h / -78 - 20 °C
7.1: Mg / tetrahydrofuran / Heating
7.2: CuI / tetrahydrofuran / 0.5 h / -20 °C
7.3: 46 percent / Me3SiCl / tetrahydrofuran / -78 - 20 °C
With
n-butyllithium; oxalyl dichloride; hydrogen; magnesium; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride;
palladium on activated charcoal;
In
tetrahydrofuran; hexane; dichloromethane;
4.2: Wittig methylenation / 5.1: Swern oxidation / 6.1: Wittig olefination;
DOI:10.1021/jo0607562
