Technology Process of 6-Undecyne-3,8-dione,
1-[(2R,3R,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-
3-[(triethylsilyl)oxy]-2-furanyl]-11-[(4-methoxyphenyl)methoxy]-2-methyl-1
0-[(triethylsilyl)oxy]-, (2R,10S)-
There total 11 articles about 6-Undecyne-3,8-dione,
1-[(2R,3R,5R)-5-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]tetrahydro-
3-[(triethylsilyl)oxy]-2-furanyl]-11-[(4-methoxyphenyl)methoxy]-2-methyl-1
0-[(triethylsilyl)oxy]-, (2R,10S)- 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:
-
With
sodium hydrogencarbonate; Dess-Martin periodane;
In
dichloromethane; tert-butyl alcohol;
at 20 ℃;
for 8h;
DOI:10.1021/ol048581a
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 70 percent / imidazole / CH2Cl2 / 12 h / 20 °C
2.1: 86 percent / H2 / Pd(OH)2/C / ethyl acetate / 12 h / 20 °C / 760 Torr
3.1: 83 percent / imidazole; DMAP / CH2Cl2 / 24 h / 20 °C
4.1: 73 percent / DMSO; (COCl)2 / CH2Cl2 / -78 - -35 °C
5.1: t-BuLi / diethyl ether; hexane / 0.75 h / -78 - 20 °C
5.2: CuI / diethyl ether; hexane / 0.08 h / -78 °C
5.3: 65 percent / diethyl ether; hexane / 1 h / -78 °C
6.1: 4 Angstroem molecular sieves; NMO; TPAP / CH2Cl2 / 20 °C
7.1: AgNO3 / ethanol; H2O / 20 °C
7.2: KI / ethanol; H2O / 20 °C
7.3: 82 percent / imidazole; TESCl / CH2Cl2 / 12 h / 20 °C
8.1: silver trifluoroacetate; N-iodosuccinimide / acetone / 0.25 h / 0 °C
9.1: 68 percent / CrCl2; NiCl2 / tetrahydrofuran / 12 h / 20 °C
10.1: Dess-Martin periodinane; NaHCO3 / CH2Cl2; 2-methyl-propan-2-ol / 8 h / 20 °C
With
1H-imidazole; chromium dichloride; dmap; N-iodo-succinimide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; oxalyl dichloride; 4 A molecular sieve; hydrogen; tert.-butyl lithium; silver trifluoroacetate; sodium hydrogencarbonate; Dess-Martin periodane; silver nitrate; dimethyl sulfoxide; nickel dichloride;
palladium dihydroxide;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol;
4.1: Swern oxidation;
DOI:10.1021/ol048581a
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: 70 percent / imidazole / CH2Cl2 / 12 h / 20 °C
2.1: 86 percent / H2 / Pd(OH)2/C / ethyl acetate / 12 h / 20 °C / 760 Torr
3.1: 83 percent / imidazole; DMAP / CH2Cl2 / 24 h / 20 °C
4.1: 73 percent / DMSO; (COCl)2 / CH2Cl2 / -78 - -35 °C
5.1: t-BuLi / diethyl ether; hexane / 0.75 h / -78 - 20 °C
5.2: CuI / diethyl ether; hexane / 0.08 h / -78 °C
5.3: 65 percent / diethyl ether; hexane / 1 h / -78 °C
6.1: 4 Angstroem molecular sieves; NMO; TPAP / CH2Cl2 / 20 °C
7.1: AgNO3 / ethanol; H2O / 20 °C
7.2: KI / ethanol; H2O / 20 °C
7.3: 82 percent / imidazole; TESCl / CH2Cl2 / 12 h / 20 °C
8.1: silver trifluoroacetate; N-iodosuccinimide / acetone / 0.25 h / 0 °C
9.1: 68 percent / CrCl2; NiCl2 / tetrahydrofuran / 12 h / 20 °C
10.1: Dess-Martin periodinane; NaHCO3 / CH2Cl2; 2-methyl-propan-2-ol / 8 h / 20 °C
With
1H-imidazole; chromium dichloride; dmap; N-iodo-succinimide; N-methyl-2-indolinone; tetrapropylammonium perruthennate; oxalyl dichloride; 4 A molecular sieve; hydrogen; tert.-butyl lithium; silver trifluoroacetate; sodium hydrogencarbonate; Dess-Martin periodane; silver nitrate; dimethyl sulfoxide; nickel dichloride;
palladium dihydroxide;
In
tetrahydrofuran; diethyl ether; ethanol; hexane; dichloromethane; water; ethyl acetate; acetone; tert-butyl alcohol;
4.1: Swern oxidation;
DOI:10.1021/ol048581a
![(2R,10S)-1-[(2R,3R,5R)-5-(tert-Butyl-diphenyl-silanyloxymethyl)-3-triethylsilanyloxy-tetrahydro-furan-2-yl]-8-hydroxy-11-(4-methoxy-benzyloxy)-2-methyl-10-triethylsilanyloxy-undec-6-yn-3-one](/Databaselist/images/loading.webp)
