Technology Process of (4R,5R,6R)-6-[(S)-2-((R)-5-Iodomethyl-tetrahydro-furan-3-yl)-2-(4-methoxy-benzyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde
There total 13 articles about (4R,5R,6R)-6-[(S)-2-((R)-5-Iodomethyl-tetrahydro-furan-3-yl)-2-(4-methoxy-benzyloxy)-ethyl]-2,2,5-trimethyl-[1,3]dioxane-4-carbaldehyde 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:
-
Multi-step reaction with 14 steps
1: 90 percent / H2, Et3N / 1percent Ru2Cl4<(S)-binap>2
2: 1.) LDA / 1.) THF, Et2O, HMPA
3: 86 percent / LiAlH4
4: 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile (DDQ)
5: 76 percent / NaHCO3, I2
6: 75 percent / diisobutylaluminum hydride (DIBAL-H)
7: 94 percent / Dess-Martin periodinane reagent
8: 60 percent / SnCl4 / -78 °C
9: 95 percent
10: 1.) O3, 2.) PPh3
11: CH2Cl2
12: n-Bu4NF
13: CSA
14: 1.) O3, DMS, 2.) K2CO3 / 1.) methanol
With
lithium aluminium tetrahydride; 2,3-dimercapto-succinic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; hydrogen; iodine; tin(IV) chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; ozone; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide;
Ru2Cl4((S)-BINAP)2;
In
dichloromethane;
DOI:10.1021/jo00262a008
- Guidance literature:
-
Multi-step reaction with 11 steps
1: 4,5-dichloro-3,6-dioxo-1,4-cyclohexadiene-1,2-dicarbonitrile (DDQ)
2: 76 percent / NaHCO3, I2
3: 75 percent / diisobutylaluminum hydride (DIBAL-H)
4: 94 percent / Dess-Martin periodinane reagent
5: 60 percent / SnCl4 / -78 °C
6: 95 percent
7: 1.) O3, 2.) PPh3
8: CH2Cl2
9: n-Bu4NF
10: CSA
11: 1.) O3, DMS, 2.) K2CO3 / 1.) methanol
With
2,3-dimercapto-succinic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; tin(IV) chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; potassium carbonate; Dess-Martin periodane; ozone; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
In
dichloromethane;
DOI:10.1021/jo00262a008
- Guidance literature:
-
Multi-step reaction with 8 steps
1: 94 percent / Dess-Martin periodinane reagent
2: 60 percent / SnCl4 / -78 °C
3: 95 percent
4: 1.) O3, 2.) PPh3
5: CH2Cl2
6: n-Bu4NF
7: CSA
8: 1.) O3, DMS, 2.) K2CO3 / 1.) methanol
With
2,3-dimercapto-succinic acid; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; tin(IV) chloride; potassium carbonate; Dess-Martin periodane; ozone; triphenylphosphine;
In
dichloromethane;
DOI:10.1021/jo00262a008
