Technology Process of (Z)-(S)-8-(tert-Butyl-diphenyl-silanyloxy)-13-isopropenyl-6-methoxymethoxy-2,6-dimethyl-cyclotetradec-2-ene-4,9-diynol
There total 16 articles about (Z)-(S)-8-(tert-Butyl-diphenyl-silanyloxy)-13-isopropenyl-6-methoxymethoxy-2,6-dimethyl-cyclotetradec-2-ene-4,9-diynol 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 14 steps
1: 99 percent / VO(acac)2, t-BuOOH / CH2Cl2; decane / 0 - 20 °C
2: periodic acid / tetrahydrofuran; H2O / 0 - 20 °C
3: p-TsOH
5: PPh3
6: 1.) n-BuLi
7: imidazole / dimethylformamide
8: p-TsOH / H2O
9: pyridinium dichromate
10: BuLi
11: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / H2O
12: 1.) oxalyl chloride, DMSO, 2.) triethylamine
13: 77 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, LiCl
14: i-Bu2AlH
With
1H-imidazole; tert.-butylhydroperoxide; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; bis(acetylacetonate)oxovanadium; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride;
In
tetrahydrofuran; decane; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1021/jo970360d
- Guidance literature:
-
Multi-step reaction with 13 steps
1: periodic acid / tetrahydrofuran; H2O / 0 - 20 °C
2: p-TsOH
4: PPh3
5: 1.) n-BuLi
6: imidazole / dimethylformamide
7: p-TsOH / H2O
8: pyridinium dichromate
9: BuLi
10: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / H2O
11: 1.) oxalyl chloride, DMSO, 2.) triethylamine
12: 77 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, LiCl
13: i-Bu2AlH
With
1H-imidazole; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; periodic acid; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride;
In
tetrahydrofuran; water; N,N-dimethyl-formamide;
DOI:10.1021/jo970360d
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 1.) n-BuLi
2: imidazole / dimethylformamide
3: p-TsOH / H2O
4: pyridinium dichromate
5: BuLi
6: 88 percent / 2,3-dichloro-5,6-dicyano-1,4-benzoquinone / H2O
7: 1.) oxalyl chloride, DMSO, 2.) triethylamine
8: 77 percent / 1,8-diazabicyclo<5.4.0>undec-7-ene, LiCl
9: i-Bu2AlH
With
1H-imidazole; dipyridinium dichromate; n-butyllithium; oxalyl dichloride; diisobutylaluminium hydride; toluene-4-sulfonic acid; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride;
In
water; N,N-dimethyl-formamide;
DOI:10.1021/jo970360d
