Technology Process of 1,2,10-Undecanetriol, 3,5,7,9-tetramethyl-11-(phenylmethoxy)-,1-methanesulfonate, (2R,3S,5S,7R,9S,10R)-
There total 21 articles about 1,2,10-Undecanetriol, 3,5,7,9-tetramethyl-11-(phenylmethoxy)-,1-methanesulfonate, (2R,3S,5S,7R,9S,10R)- which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
With
hydrogen fluoride;
In
acetonitrile;
at 20 ℃;
for 3h;
DOI:10.1021/ja028941u
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 96 percent / triphenylphosphine; iodine; imidazole / acetonitrile; diethyl ether / 20 °C
2.1: LiCl; diisopropylamine; n-butyllithium / tetrahydrofuran; petroleum ether / 1.33 h / -78 - 20 °C
2.2: 93 percent / tetrahydrofuran; various solvent(s) / 40 h / 0 °C
3.1: 93 percent / diisopropylamine; n-butyllithium; borane-ammonium complex / tetrahydrofuran; petroleum ether / 2.17 h / 0 - 20 °C
4.1: 95 percent / triphenylphosphine; imidazole; iodine / diethyl ether; acetonitrile / 0.17 h / 20 °C
5.1: tert-butyllithium; ZnCl2 / diethyl ether; petroleum ether / 1 h / 20 °C
5.2: 58 percent / Pd(PPh3)4 / diethyl ether; various solvent(s) / 16 h
6.1: 87 percent / TBAF / tetrahydrofuran / 20 h / 20 °C
7.1: 86 percent / H2 / Rh[(nbd)dppb]BF4 / CH2Cl2 / 4 h / 36201.3 Torr
8.1: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
9.1: 93 percent / DDQ / CH2Cl2 / 1 h / 20 °C / pH 7
10.1: triethylamine / CH2Cl2 / 1.5 h / 20 °C
11.1: HF / acetonitrile / 3 h / 20 °C
With
1H-imidazole; 2,6-dimethylpyridine; n-butyllithium; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; iodine; tert.-butyl lithium; triethylamine; diisopropylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium chloride; zinc(II) chloride;
{(1,4-bis(diphenylphosphino)butane)Rh(norbornadiene)}BF4;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; Petroleum ether;
2.1: Myer's alkylation / 5.2: Negishi coupling;
DOI:10.1021/ja028941u
- Guidance literature:
-
Multi-step reaction with 11 steps
1.1: 92 percent / Dess-Martin periodinane / CH2Cl2 / 1.5 h / 20 °C
2.1: 94 percent / triphenylphosphine / CH2Cl2 / 0.67 h / -78 - 0 °C
3.1: n-butyllithium / tetrahydrofuran; petroleum ether / 1 h / -25 °C
3.2: 97 percent / tetrahydrofuran; various solvent(s) / 1 h / 20 °C
4.1: Cp2ZrHCl / CH2Cl2 / 2 h
4.2: 89 percent / I2 / CH2Cl2; CCl4
5.1: tert-butyllithium; ZnCl2 / diethyl ether; petroleum ether / 1 h / 20 °C
5.2: 58 percent / Pd(PPh3)4 / diethyl ether; various solvent(s) / 16 h
6.1: 87 percent / TBAF / tetrahydrofuran / 20 h / 20 °C
7.1: 86 percent / H2 / Rh[(nbd)dppb]BF4 / CH2Cl2 / 4 h / 36201.3 Torr
8.1: 100 percent / 2,6-lutidine / CH2Cl2 / 1 h / 20 °C
9.1: 93 percent / DDQ / CH2Cl2 / 1 h / 20 °C / pH 7
10.1: triethylamine / CH2Cl2 / 1.5 h / 20 °C
11.1: HF / acetonitrile / 3 h / 20 °C
With
2,6-dimethylpyridine; Schwartz's reagent; n-butyllithium; hydrogen fluoride; tetrabutyl ammonium fluoride; hydrogen; tert.-butyl lithium; Dess-Martin periodane; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc(II) chloride;
{(1,4-bis(diphenylphosphino)butane)Rh(norbornadiene)}BF4;
In
tetrahydrofuran; diethyl ether; dichloromethane; acetonitrile; Petroleum ether;
3.1: Corey-Fuchs reaction / 5.2: Negishi coupling;
DOI:10.1021/ja028941u
