Technology Process of (E)-(R)-1-(4-Methoxy-benzyloxy)-hex-3-en-5-yn-2-ol
There total 7 articles about (E)-(R)-1-(4-Methoxy-benzyloxy)-hex-3-en-5-yn-2-ol 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:
-
(E)-ethyl 3-((2R,3R)-3-((4-methoxybenzyloxy)methyl)oxiran-2-yl)acrylate;
With
diisobutylaluminium hydride;
at -10 - 20 ℃;
for 1h;
With
thiamine diphosphate;
In
tetrachloromethane;
for 4h;
Heating;
With
lithium diisopropyl amide;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide;
at -78 ℃;
for 1h;
DOI:10.1016/j.tetlet.2006.03.118
- Guidance literature:
-
Multi-step reaction with 7 steps
1.1: NaH / tetrahydrofuran / 6 h / 0 - 20 °C
2.1: EtMgBr / 4 h / 0 - 20 °C
3.1: 79 percent / LAH / tetrahydrofuran / 4 h / 0 - 20 °C
4.1: 78 percent / (+)-DIPT; Ti(Oi-Pr)4; t-BuOOH / CH2Cl2 / 4 h / -25 °C
5.1: (COCl)2; DMSO; TEA / CH2Cl2 / 0.75 h
6.1: benzene / 4 h / 0 - 20 °C
7.1: DIBAL-H / 1 h / -10 - 20 °C
7.2: TPP / CCl4 / 4 h / Heating
7.3: 75 percent / LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h / -78 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; TEA; ethylmagnesium bromide; sodium hydride; diisobutylaluminium hydride; dimethyl sulfoxide;
In
tetrahydrofuran; dichloromethane; benzene;
5.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.03.118
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: EtMgBr / 4 h / 0 - 20 °C
2.1: 79 percent / LAH / tetrahydrofuran / 4 h / 0 - 20 °C
3.1: 78 percent / (+)-DIPT; Ti(Oi-Pr)4; t-BuOOH / CH2Cl2 / 4 h / -25 °C
4.1: (COCl)2; DMSO; TEA / CH2Cl2 / 0.75 h
5.1: benzene / 4 h / 0 - 20 °C
6.1: DIBAL-H / 1 h / -10 - 20 °C
6.2: TPP / CCl4 / 4 h / Heating
6.3: 75 percent / LDA / hexamethylphosphoric acid triamide; tetrahydrofuran / 1 h / -78 °C
With
titanium(IV) isopropylate; tert.-butylhydroperoxide; lithium aluminium tetrahydride; oxalyl dichloride; L-(+)-diisopropyl tartrate; TEA; ethylmagnesium bromide; diisobutylaluminium hydride; dimethyl sulfoxide;
In
tetrahydrofuran; dichloromethane; benzene;
4.1: Swern oxidation;
DOI:10.1016/j.tetlet.2006.03.118
