Technology Process of 1,7-Dodecadien-4-ol,
6,12-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-10-(methoxymethoxy)-3,9,
11-trimethyl-, (3R,4S,6S,7Z,9S,10S,11S)-
There total 13 articles about 1,7-Dodecadien-4-ol,
6,12-bis[[(1,1-dimethylethyl)diphenylsilyl]oxy]-10-(methoxymethoxy)-3,9,
11-trimethyl-, (3R,4S,6S,7Z,9S,10S,11S)- 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 13 steps
1: 91 percent / diethyl ether / -78 °C
2: 89 percent / (i-Pr)2NEt / CH2Cl2 / -78 °C
3: 85 percent / Grubbs' catalyst / CH2Cl2 / Heating
4: Dibal-H / CH2Cl2 / -78 °C
5: NaBH4 / methanol / 0 °C
6: pyridine / 25 °C
7: (i-Pr)2NEt / CH2Cl2 / 25 °C
8: 93 percent / Dibal-H / CH2Cl2 / -78 °C
9: 90 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
10: diethyl ether / -78 °C
11: 93 percent / imidazole / CH2Cl2
12: 89 percent / OsO4; NMO; NaIO4 / acetone; H2O
13: diethyl ether / -78 °C
With
pyridine; 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
Grubbs catalyst first generation;
In
methanol; diethyl ether; dichloromethane; water; acetone;
9: Swern oxidation;
DOI:10.1021/ol034958l
- Guidance literature:
-
Multi-step reaction with 12 steps
1: 89 percent / (i-Pr)2NEt / CH2Cl2 / -78 °C
2: 85 percent / Grubbs' catalyst / CH2Cl2 / Heating
3: Dibal-H / CH2Cl2 / -78 °C
4: NaBH4 / methanol / 0 °C
5: pyridine / 25 °C
6: (i-Pr)2NEt / CH2Cl2 / 25 °C
7: 93 percent / Dibal-H / CH2Cl2 / -78 °C
8: 90 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
9: diethyl ether / -78 °C
10: 93 percent / imidazole / CH2Cl2
11: 89 percent / OsO4; NMO; NaIO4 / acetone; H2O
12: diethyl ether / -78 °C
With
pyridine; 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
Grubbs catalyst first generation;
In
methanol; diethyl ether; dichloromethane; water; acetone;
8: Swern oxidation;
DOI:10.1021/ol034958l
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 85 percent / Grubbs' catalyst / CH2Cl2 / Heating
2: Dibal-H / CH2Cl2 / -78 °C
3: NaBH4 / methanol / 0 °C
4: pyridine / 25 °C
5: (i-Pr)2NEt / CH2Cl2 / 25 °C
6: 93 percent / Dibal-H / CH2Cl2 / -78 °C
7: 90 percent / (COCl)2; DMSO; Et3N / CH2Cl2 / -78 °C
8: diethyl ether / -78 °C
9: 93 percent / imidazole / CH2Cl2
10: 89 percent / OsO4; NMO; NaIO4 / acetone; H2O
11: diethyl ether / -78 °C
With
pyridine; 1H-imidazole; sodium tetrahydroborate; sodium periodate; osmium(VIII) oxide; N-methyl-2-indolinone; oxalyl dichloride; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; N-ethyl-N,N-diisopropylamine;
Grubbs catalyst first generation;
In
methanol; diethyl ether; dichloromethane; water; acetone;
7: Swern oxidation;
DOI:10.1021/ol034958l