Technology Process of (3S,4R)-16-benzyloxy-3,4-epoxy-hexadec-1-ene
There total 3 articles about (3S,4R)-16-benzyloxy-3,4-epoxy-hexadec-1-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:
-
15-benzyloxy-pentadec-2-en-1-ol;
With
tert.-butylhydroperoxide; (+)-Weinsaeure-diethylester;
titanium(IV) isopropylate;
In
dichloromethane;
at -25 ℃;
for 336h;
With
pyridine-SO3 complex; dimethyl sulfoxide; triethylamine;
In
dichloromethane;
at 0 ℃;
for 1h;
Methyltriphenylphosphonium bromide;
With
sodium hexamethyldisilazane;
In
tetrahydrofuran;
at 0 ℃;
for 1.5h;
DOI:10.1021/jo049505o
- Guidance literature:
-
Multi-step reaction with 2 steps
1.1: 82 percent / NaBH4; ethylene-diamine; hydrogen / Ni(OAc)2*4H2O / methanol / 5 h / 20 °C
2.1: (+)-diethyl tartrate; tBuOOH; 4A MS / Ti(OiPr)4 / CH2Cl2 / 336 h / -25 °C
2.2: SO3*pyridine; triethylamine; DMSO / CH2Cl2 / 1 h / 0 °C
2.3: 745 mg / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1.5 h / 0 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; hydrogen; (+)-Weinsaeure-diethylester; ethylenediamine;
titanium(IV) isopropylate; nickel diacetate;
In
methanol; dichloromethane;
2.1: Sharpless asymmetric epoxidation / 2.2: Parikh-Doering oxidation / 2.3: direct Wittig olefination;
DOI:10.1021/jo049505o
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: LiNH2 / tetrahydrofuran; liquid ammonia / 1.5 h / -45 °C
1.2: 85 percent / tetrahydrofuran; liquid ammonia / 1 h / -45 °C
2.1: 82 percent / NaBH4; ethylene-diamine; hydrogen / Ni(OAc)2*4H2O / methanol / 5 h / 20 °C
3.1: (+)-diethyl tartrate; tBuOOH; 4A MS / Ti(OiPr)4 / CH2Cl2 / 336 h / -25 °C
3.2: SO3*pyridine; triethylamine; DMSO / CH2Cl2 / 1 h / 0 °C
3.3: 745 mg / sodium bis(trimethylsilyl)amide / tetrahydrofuran / 1.5 h / 0 °C
With
tert.-butylhydroperoxide; sodium tetrahydroborate; lithium amide; hydrogen; (+)-Weinsaeure-diethylester; ethylenediamine;
titanium(IV) isopropylate; nickel diacetate;
In
tetrahydrofuran; methanol; dichloromethane; ammonia;
3.1: Sharpless asymmetric epoxidation / 3.2: Parikh-Doering oxidation / 3.3: direct Wittig olefination;
DOI:10.1021/jo049505o
