(2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

Base Information

Chemical Name:(2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene
CAS No.:912641-94-2
Molecular Formula:C₃₃H₃₈O₅
Molecular Weight:514.662
Hs Code.:

Synonyms:(2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

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Chemical Property of (2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

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Technology Process of (2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

There total 4 articles about (2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene 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:

Reference yield: 22.0%

: (2R,3S,4S)-1-O-trityl-2,3,4,5-tetrahydroxyoct-7-ene

: 77-76-9
2,2-dimethoxy-propane

: 912641-94-2
(2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

: 912641-91-9
(2R,3S,4S,5R)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

Guidance literature:: With [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In acetone; at 20 ℃; for 0.266667h;
DOI:10.1021/ja063735y

Reference yield:

: 868159-53-9
(2R,3S,4S)-1,2,3,4,5-pentahydroxyoct-7-ene

: 912641-94-2
(2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

Guidance literature:: Multi-step reaction with 2 steps

1: 45 percent / pyridine / tetrahydrofuran / 16 h / Heating

2: 18 percent / (R)-camphorsulfonic acid / acetone / 0.27 h / 20 °C

With pyridine; [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In tetrahydrofuran; acetone;
DOI:10.1021/ja063735y

Reference yield:

: 58-86-6
D-xylose

: 912641-94-2
(2R,3S,4S,5S)-2,3:4,5-di-O-isopropylidene-1-O-trityl-1,2,3,4,5-pentaoxo-7-octene

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / indium / H₂O / 10 h

2: 45 percent / pyridine / tetrahydrofuran / 16 h / Heating

3: 18 percent / (R)-camphorsulfonic acid / acetone / 0.27 h / 20 °C

With pyridine; indium; [(1R)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; In tetrahydrofuran; water; acetone; 1: Barbier reaction;
DOI:10.1021/ja063735y