1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose

Base Information

• Chemical Name: 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose
• CAS No.: 139615-44-4
• Molecular Formula: C₂₇H₂₈O₅
• Molecular Weight: 432.516
• Mol file: 139615-44-4.mol

Synonyms:1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose

Chemical Property of 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose

There total 6 articles about 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose 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: 88.0%

(3S,4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,3,4-triol (55726-00-6,72521-12-1,72521-13-2,72521-20-1,72521-21-2,72521-22-3,131285-09-1,131285-24-0) + 2,2-dimethoxy-propane (77-76-9) → 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose (139615-44-4)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 1.5h;

DOI:10.1055/s-2005-872674

Reference yield:

D-arabinofuranose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) → 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose (139615-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / pyridine / 48 h / 40 °C

2: 88 percent / TsOH*H₂O / acetone / 1.5 h / 20 °C

With pyridine; toluene-4-sulfonic acid; In acetone;

DOI:10.1055/s-2005-872674

Reference yield:

trityl chloride (76-83-5) → 1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose (139615-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 64 percent / pyridine / 48 h / 40 °C

2: 88 percent / TsOH*H₂O / acetone / 1.5 h / 20 °C

With pyridine; toluene-4-sulfonic acid; In acetone;

DOI:10.1055/s-2005-872674

upstream raw materials:

5-O-trityl-D-arabinose

2,2-dimethoxy-propane

(3S,4S,5R)-5-((trityloxy)methyl)tetrahydrofuran-2,3,4-triol

D-arabinofuranose

Downstream raw materials:

3-O-allyl-1,2-O-isopropylidene-5-O-triphenylmethyl-β-D-arabinofuranose

3-O-allyl-6-deoxy-1,2-O-isopropylidene-5-O-p-toluenesulfonyl-β-D-altrofuranose

C₅₆H₅₀Cl₃NO₂₀

C₅₆H₅₂O₂₁