Technology Process of (2S,3R,4S,5R,8S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(3,5-dimethoxy-4-methyl-phenyl)-2,4,8-trimethyl-nonan-5-ol
There total 11 articles about (2S,3R,4S,5R,8S)-3,9-Bis-(tert-butyl-dimethyl-silanyloxy)-1-(3,5-dimethoxy-4-methyl-phenyl)-2,4,8-trimethyl-nonan-5-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:
- Guidance literature:
-
(3S)-1-<(tert-butyldimethylsilyl)oxy>-4-iodo-3-methylbutane;
With
n-butyllithium;
In
tetrahydrofuran;
at -78 ℃;
(2R,3R,4S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-(3,5-dimethoxy-4-methyl-phenyl)-2,4-dimethyl-pentanal;
In
tetrahydrofuran;
DOI:10.1039/b402391a
- Guidance literature:
-
Multi-step reaction with 9 steps
1.1: NaH / tetrahydrofuran / 0 °C
2.1: 82 percent / NaI; BF3*OEt2 / acetonitrile / 20 °C
3.1: NaHMDS / tetrahydrofuran / -78 °C
4.1: LiAlH4 / tetrahydrofuran / -78 - 0 °C
5.1: Dess-Martin periodinane / CH2Cl2 / 20 °C
6.1: (R,R)-diisopropyl tartrate; 4 Angstroem molecular sieves / toluene / -78 °C
7.1: 100 percent / 2,6-lutidine / CH2Cl2 / 0 °C
8.1: aq. OsO4; NaIO4 / tetrahydrofuran / 20 °C
9.1: n-BuLi / tetrahydrofuran / -78 °C
9.2: tetrahydrofuran
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; sodium iodide;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b402391a
- Guidance literature:
-
Multi-step reaction with 10 steps
1.1: LiAlH4 / tetrahydrofuran / 40 °C
2.1: NaH / tetrahydrofuran / 0 °C
3.1: 82 percent / NaI; BF3*OEt2 / acetonitrile / 20 °C
4.1: NaHMDS / tetrahydrofuran / -78 °C
5.1: LiAlH4 / tetrahydrofuran / -78 - 0 °C
6.1: Dess-Martin periodinane / CH2Cl2 / 20 °C
7.1: (R,R)-diisopropyl tartrate; 4 Angstroem molecular sieves / toluene / -78 °C
8.1: 100 percent / 2,6-lutidine / CH2Cl2 / 0 °C
9.1: aq. OsO4; NaIO4 / tetrahydrofuran / 20 °C
10.1: n-BuLi / tetrahydrofuran / -78 °C
10.2: tetrahydrofuran
With
2,6-dimethylpyridine; sodium periodate; osmium(VIII) oxide; lithium aluminium tetrahydride; n-butyllithium; L-(+)-diisopropyl tartrate; 4 A molecular sieve; boron trifluoride diethyl etherate; sodium hexamethyldisilazane; sodium hydride; Dess-Martin periodane; sodium iodide;
In
tetrahydrofuran; dichloromethane; toluene; acetonitrile;
DOI:10.1039/b402391a
