Technology Process of (2R,3R,4R,5R,6S,7R,8R)-5,7,9-Tris-benzyloxy-2-[1,3]dithian-2-yl-4,6,8-trimethyl-nonan-3-ol
There total 14 articles about (2R,3R,4R,5R,6S,7R,8R)-5,7,9-Tris-benzyloxy-2-[1,3]dithian-2-yl-4,6,8-trimethyl-nonan-3-ol 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:
-
-
123363-74-6
(2R,3R,4R,5R,6S,7R,8R)-5,7,9-Tris-benzyloxy-2-[1,3]dithian-2-yl-4,6,8-trimethyl-nonan-3-ol
- Guidance literature:
-
Multi-step reaction with 13 steps
1: NaClO2, 2-methyl-2-butene, NaH2PO4 / 2-methyl-propan-2-ol; H2O / from -5 deg C to RT
2: diethyl ether / Ambient temperature
3: LDA / tetrahydrofuran; hexamethylphosphoric acid triamide / -50 - -20 °C
4: LAH / tetrahydrofuran / 0 °C
5: 60 percent / VO(acac)2, TBHP / CH2Cl2 / from -20 deg C to RT
6: NaH / tetrahydrofuran; dimethylformamide / 50 °C
7: BF3*OEt2 / tetrahydrofuran / from -78 deg C to -20 deg C
8: H2, quinoline / Pd-CaCO3 / benzene / Ambient temperature
9: 2,6-dimethylpyridine / CH2Cl2 / Ambient temperature
10: 67 percent / WO5*HMPA / CH2Cl2 / Ambient temperature
11: n-Bu4NF / tetrahydrofuran / Ambient temperature
12: NaH / tetrahydrofuran; dimethylformamide / 50 °C
13: tetrahydrofuran / 0 °C
With
2,6-dimethylpyridine; quinoline; tert.-butylhydroperoxide; sodium chlorite; sodium dihydrogenphosphate; lithium aluminium tetrahydride; 2-methyl-but-2-ene; bis(acetylacetonate)oxovanadium; WO5*HMPA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride; lithium diisopropyl amide;
Lindlar's catalyst;
In
tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene;
DOI:10.1246/cl.1989.117
-
-
123363-74-6
(2R,3R,4R,5R,6S,7R,8R)-5,7,9-Tris-benzyloxy-2-[1,3]dithian-2-yl-4,6,8-trimethyl-nonan-3-ol
- Guidance literature:
-
Multi-step reaction with 8 steps
1: NaH / tetrahydrofuran; dimethylformamide / 50 °C
2: BF3*OEt2 / tetrahydrofuran / from -78 deg C to -20 deg C
3: H2, quinoline / Pd-CaCO3 / benzene / Ambient temperature
4: 2,6-dimethylpyridine / CH2Cl2 / Ambient temperature
5: 67 percent / WO5*HMPA / CH2Cl2 / Ambient temperature
6: n-Bu4NF / tetrahydrofuran / Ambient temperature
7: NaH / tetrahydrofuran; dimethylformamide / 50 °C
8: tetrahydrofuran / 0 °C
With
2,6-dimethylpyridine; quinoline; WO5*HMPA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride;
Lindlar's catalyst;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1989.117
-
-
123363-74-6
(2R,3R,4R,5R,6S,7R,8R)-5,7,9-Tris-benzyloxy-2-[1,3]dithian-2-yl-4,6,8-trimethyl-nonan-3-ol
- Guidance literature:
-
Multi-step reaction with 9 steps
1: 60 percent / VO(acac)2, TBHP / CH2Cl2 / from -20 deg C to RT
2: NaH / tetrahydrofuran; dimethylformamide / 50 °C
3: BF3*OEt2 / tetrahydrofuran / from -78 deg C to -20 deg C
4: H2, quinoline / Pd-CaCO3 / benzene / Ambient temperature
5: 2,6-dimethylpyridine / CH2Cl2 / Ambient temperature
6: 67 percent / WO5*HMPA / CH2Cl2 / Ambient temperature
7: n-Bu4NF / tetrahydrofuran / Ambient temperature
8: NaH / tetrahydrofuran; dimethylformamide / 50 °C
9: tetrahydrofuran / 0 °C
With
2,6-dimethylpyridine; quinoline; tert.-butylhydroperoxide; bis(acetylacetonate)oxovanadium; WO5*HMPA; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; hydrogen; sodium hydride;
Lindlar's catalyst;
In
tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1246/cl.1989.117