1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol

Base Information

• Chemical Name: 1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol
• CAS No.: 109428-30-0
• Molecular Formula: C13H14 O4
• Molecular Weight: 234.252
• Hs Code.: 2932999099
• Mol file: 109428-30-0.mol

Synonyms:Allitol,1,5:2,3-dianhydro-4,6-O-benzylidene- (6CI)

Chemical Property of 1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol

Chemical Property:

• Refractive Index: 1.552
• PSA: 40.22000
• LogP: 1.26680

Purity/Quality:

99%, ^*data from raw suppliers

1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol can be useful for synthesis of protected D-Altritol nucleosides as building blocks for oligonucleotide.

Technology Process of 1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol

There total 2 articles about 1,5:2,3-Dianhydro-4,6-O-benzylidene-D-allitol 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: 38.0%

(4aR,8aS)-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine → 1,5:2,3-anhydro-4,6-O-benzylidene-D-allitol (109428-30-0)

Guidance literature:

(4aR,8aS)-2-phenyl-4,4a,6,8a-tetrahydro-pyrano[3,2-d][1,3]dioxine; With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 ℃; for 1h;

With dimethylsulfide; for 0.166667h;

Reference yield:

4-Methyl-benzoic acid (4aR,7S,8R,8aR)-2-phenyl-8-(toluene-4-sulfonyloxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester → 1,5:2,3-anhydro-4,6-O-benzylidene-D-allitol (109428-30-0)

Guidance literature:

With sodium methylate; In toluene; at 50 ℃; Yield given;

DOI:10.1080/15257779508012372

Reference yield: 95.0%

1,5:2,3-anhydro-4,6-O-benzylidene-D-allitol (109428-30-0) → 1,5-anhydro-2-azido-4,6-O-benzylidene-2-deoxy-D-altritol (921772-44-3)

Guidance literature:

With sodium azide; ammonium chloride; In 2-methoxy-ethanol; water; at 100 ℃; for 18h;

DOI:10.1002/hlca.200790127

Downstream raw materials:

(4aR,7R,8S,8aS)-7-(6-Amino-purin-9-yl)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

1-((4aR,7R,8S,8aS)-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-1H-pyrimidine-2,4-dione

1,5-anhydro-2-azido-4,6-O-benzylidene-2-deoxy-D-altritol

1,5-anhydro-3-O-benzoyl-2-deoxy-2-(uracil-1-yl)-D-altro-hexitol