Technology Process of (2R,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-((R)-5-iodomethyl-tetrahydro-furan-3-yl)-5-(4-methoxy-benzyloxy)-2-methyl-pentanal
There total 10 articles about (2R,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-((R)-5-iodomethyl-tetrahydro-furan-3-yl)-5-(4-methoxy-benzyloxy)-2-methyl-pentanal 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 10 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
With
lithium aluminium tetrahydride; hydrogen; iodine; tin(IV) chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; ozone; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium diisopropyl amide;
Ru2Cl4((S)-BINAP)2;
DOI:10.1021/jo00262a008
- Guidance literature:
-
Multi-step reaction with 2 steps
1: 95 percent
2: 1.) O3, 2.) PPh3
With
ozone; triphenylphosphine;
DOI:10.1021/jo00262a008
- Guidance literature:
-
Multi-step reaction with 7 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
With
iodine; tin(IV) chloride; diisobutylaluminium hydride; sodium hydrogencarbonate; Dess-Martin periodane; ozone; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone;
DOI:10.1021/jo00262a008
