Technology Process of (2E,8E)-(5S,10S)-12-Benzyloxy-5,9,10-trimethyl-7-methylene-dodeca-2,8-dien-1-ol
There total 17 articles about (2E,8E)-(5S,10S)-12-Benzyloxy-5,9,10-trimethyl-7-methylene-dodeca-2,8-dien-1-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:
-
Multi-step reaction with 12 steps
1: K2CO3 / dimethylformamide / 0.5 h / 25 °C
2: mCPBA / CH2Cl2 / 3 h / 0 - 25 °C
3: H2 / Pd/C / methanol / 1 h / 25 °C
4: Et3N, DMAP / CH2Cl2 / 3 h / 25 °C
5: n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C
6: o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 25 °C
7: 60 percent / lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C
8: 88 percent / diethyl ether / 0.5 h / 0 °C
9: TBAF / tetrahydrofuran / 5 h / 25 °C
10: (COCl)2, DMSO, Et3N / CH2Cl2 / 1.5 h / -78 - 0 °C
11: benzene / 1 h / 25 °C
12: DIBAL / CH2Cl2 / 1 h / -78 °C
With
dmap; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; dimethyl sulfoxide; triethylamine; naphthalen-1-yl-lithium; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; N,N-dimethyl-formamide; benzene;
DOI:10.1016/S0040-4039(98)02009-7
- Guidance literature:
-
Multi-step reaction with 11 steps
1: mCPBA / CH2Cl2 / 3 h / 0 - 25 °C
2: H2 / Pd/C / methanol / 1 h / 25 °C
3: Et3N, DMAP / CH2Cl2 / 3 h / 25 °C
4: n-BuLi / tetrahydrofuran / 1 h / -78 - 0 °C
5: o-iodoxybenzoic acid / dimethylsulfoxide / 1 h / 25 °C
6: 60 percent / lithium naphthalenide / tetrahydrofuran / 1 h / -78 °C
7: 88 percent / diethyl ether / 0.5 h / 0 °C
8: TBAF / tetrahydrofuran / 5 h / 25 °C
9: (COCl)2, DMSO, Et3N / CH2Cl2 / 1.5 h / -78 - 0 °C
10: benzene / 1 h / 25 °C
11: DIBAL / CH2Cl2 / 1 h / -78 °C
With
dmap; n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; naphthalen-1-yl-lithium; 3-chloro-benzenecarboperoxoic acid; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione;
palladium on activated charcoal;
In
tetrahydrofuran; methanol; diethyl ether; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1016/S0040-4039(98)02009-7
