Technology Process of 11-Hexadecynoic acid, 10-(acetyloxy)-16-(phenylmethoxy)-, methyl
ester, (10S)-
There total 5 articles about 11-Hexadecynoic acid, 10-(acetyloxy)-16-(phenylmethoxy)-, methyl
ester, (10S)- 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:
-
1-benzyloxy-heptadec-16-en-5-yn-7-one;
With
B-isopinocampheyl-9-borabicyclo[3.3.1]nonane;
In
tetrahydrofuran;
for 168h;
methanol;
With
ozone;
at -78 ℃;
acetic anhydride;
With
pyridine;
In
dichloromethane;
at -78 - 20 ℃;
Title compound not separated from byproducts;
DOI:10.1016/S0031-9422(03)00003-7
- Guidance literature:
-
Multi-step reaction with 4 steps
1.1: 88 percent / NaH / dimethylformamide; various solvent(s) / 0 - 20 °C
2.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C
2.2: 85 percent / tetrahydrofuran; hexane / -78 - 20 °C
3.1: 95 percent / pyridinium dichromate / CH2Cl2 / 24 h / Heating
4.1: (S)-Alpine-borane / tetrahydrofuran / 168 h
4.2: ozone / -78 °C
4.3: pyridine / CH2Cl2 / -78 - 20 °C
With
dipyridinium dichromate; n-butyllithium; (-)-(S)-alpine-borane; sodium hydride;
In
tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/S0031-9422(03)00003-7
- Guidance literature:
-
Multi-step reaction with 3 steps
1.1: n-BuLi / hexane; tetrahydrofuran / 0.33 h / -78 °C
1.2: 85 percent / tetrahydrofuran; hexane / -78 - 20 °C
2.1: 95 percent / pyridinium dichromate / CH2Cl2 / 24 h / Heating
3.1: (S)-Alpine-borane / tetrahydrofuran / 168 h
3.2: ozone / -78 °C
3.3: pyridine / CH2Cl2 / -78 - 20 °C
With
dipyridinium dichromate; n-butyllithium; (-)-(S)-alpine-borane;
In
tetrahydrofuran; hexane; dichloromethane;
DOI:10.1016/S0031-9422(03)00003-7
