Technology Process of (2R,4R,5R)-4-((3R,4S,5R,7R)-4-Benzyloxy-3,5,7-trimethyl-1-methylene-8-trityloxy-octyl)-5-methyl-2-phenyl-[1,3]dioxane
There total 12 articles about (2R,4R,5R)-4-((3R,4S,5R,7R)-4-Benzyloxy-3,5,7-trimethyl-1-methylene-8-trityloxy-octyl)-5-methyl-2-phenyl-[1,3]dioxane which
guide to synthetic route it.
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synthetic route:
- Guidance literature:
-
(2R,4R,5R)-4-(1-Iodo-vinyl)-5-methyl-2-phenyl-[1,3]dioxane;
With
tert.-butyl lithium;
In
diethyl ether;
at -78 ℃;
for 0.0833333h;
Trifluoro-methanesulfonic acid (2R,3S,4R,6R)-3-benzyloxy-2,4,6-trimethyl-7-trityloxy-heptyl ester;
With
1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; dilithium tetrachlorocuprate; diethylzinc;
In
diethyl ether;
at 0 ℃;
for 3h;
DOI:10.1016/S0040-4039(01)00518-4
- Guidance literature:
-
Multi-step reaction with 8 steps
1.1: 80 percent / CSA / dimethylformamide / 1 h / 20 °C
2.1: 99 percent / PCC; molecular sieves 3 Angstroem / CH2Cl2 / 1 h / 20 °C
3.1: NH2NH2*H2O; Et3N / ethanol / 0.5 h / 90 °C
3.2: 63 percent / I2; tetramethylguanidine / toluene / 1 h / 0 °C
4.1: t-BuLi / diethyl ether; pentane / 0.08 h / -78 °C
4.2: Et2Zn; N,N'-dimethylpropyleneurea; Li2CuCl4 / hexane; tetrahydrofuran / 0 °C
5.1: 84 percent / H2; [ClRh(Ph3P)3] (Wilkinson's catalyst) / benzene / 12 h / 20 °C
6.1: 87 percent / DIBAL / toluene / 2 h / 20 °C
7.1: 2,6-lutidine / CH2Cl2 / 0.08 h / 0 °C
8.1: t-BuLi / diethyl ether / 0.08 h / -78 °C
8.2: Et2Zn; N,N'-dimethylpropyleneurea; Li2CuCl4 / diethyl ether / 3 h / 0 °C
With
2,6-dimethylpyridine; Wilkinson's catalyst; 3 A molecular sieve; camphor-10-sulfonic acid; hydrogen; tert.-butyl lithium; diisobutylaluminium hydride; hydrazine hydrate; triethylamine; pyridinium chlorochromate;
In
diethyl ether; ethanol; dichloromethane; N,N-dimethyl-formamide; toluene; pentane; benzene;
DOI:10.1016/S0040-4039(01)00518-4
- Guidance literature:
-
Multi-step reaction with 6 steps
1.1: NH2NH2*H2O; Et3N / ethanol / 0.5 h / 90 °C
1.2: 63 percent / I2; tetramethylguanidine / toluene / 1 h / 0 °C
2.1: t-BuLi / diethyl ether; pentane / 0.08 h / -78 °C
2.2: Et2Zn; N,N'-dimethylpropyleneurea; Li2CuCl4 / hexane; tetrahydrofuran / 0 °C
3.1: 84 percent / H2; [ClRh(Ph3P)3] (Wilkinson's catalyst) / benzene / 12 h / 20 °C
4.1: 87 percent / DIBAL / toluene / 2 h / 20 °C
5.1: 2,6-lutidine / CH2Cl2 / 0.08 h / 0 °C
6.1: t-BuLi / diethyl ether / 0.08 h / -78 °C
6.2: Et2Zn; N,N'-dimethylpropyleneurea; Li2CuCl4 / diethyl ether / 3 h / 0 °C
With
2,6-dimethylpyridine; Wilkinson's catalyst; hydrogen; tert.-butyl lithium; diisobutylaluminium hydride; hydrazine hydrate; triethylamine;
In
diethyl ether; ethanol; dichloromethane; toluene; pentane; benzene;
DOI:10.1016/S0040-4039(01)00518-4
![(2R,4R,5R)-4-(1-Iodo-vinyl)-5-methyl-2-phenyl-[1,3]dioxane](/Databaselist/images/loading.webp)
