1,2-O-ISOPROPYLIDENE-3-O-BENZOYL-D-ALLOFURANOSE

Base Information

• Chemical Name: 1,2-O-ISOPROPYLIDENE-3-O-BENZOYL-D-ALLOFURANOSE
• CAS No.: 31795-13-8
• Molecular Formula: C16H20 O7
• Molecular Weight: 324.331
• Mol file: 31795-13-8.mol

Synonyms:Allofuranose,1,2-O-isopropylidene-, 3-benzoate, a-D- (8CI); Furo[2,3-d]-1,3-dioxole, a-D-allofuranose deriv.

Chemical Property of 1,2-O-ISOPROPYLIDENE-3-O-BENZOYL-D-ALLOFURANOSE

Chemical Property:

• Vapor Pressure: 3.88E-10mmHg at 25°C
• Melting Point: 95-99 °C
• Refractive Index: 1.582
• Boiling Point: 482.9°Cat760mmHg
• PKA: 13.51±0.20(Predicted)
• Flash Point: 176.1°C
• PSA: 94.45000
• Density: 1.37g/cm³
• LogP: 0.44160

Purity/Quality:

99%min ^*data from raw suppliers

1,2-O-ISOPROPYLIDENE-3-O-BENZOYL-D-ALLOFURANOSE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,2-O-ISOPROPYLIDENE-3-O-BENZOYL-D-ALLOFURANOSE

There total 17 articles about 1,2-O-ISOPROPYLIDENE-3-O-BENZOYL-D-ALLOFURANOSE 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: 93.0%

(+)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranos-3-yl benzoate (29474-73-5) → 3-O-benzoyl-1,2-O-isopropylidene-α-D-allofuranose (31795-13-8)

Guidance literature:

With acetic acid; at 50 ℃; for 1h;

DOI:10.1016/S0008-6215(00)90514-7

Reference yield:

Diacetone D-glucose (2595-05-3) → 3-O-benzoyl-1,2-O-isopropylidene-α-D-allofuranose (31795-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / pyridine / 20 h / 20 °C

2: 91 percent / aq, AcOH / 0.75 h / 60 °C

With pyridine; acetic acid;

DOI:10.1002/ejoc.200600562

Reference yield:

benzoyl chloride (98-88-4) → 3-O-benzoyl-1,2-O-isopropylidene-α-D-allofuranose (31795-13-8)

Guidance literature:

Multi-step reaction with 2 steps

1: pyridine / CH₂Cl₂ / 1 h / 0 °C

2: aq. AcOH / 24 h / 20 °C

With pyridine; acetic acid; In dichloromethane;

DOI:10.1021/ja0360900

upstream raw materials:

benzoyl chloride

1,2:5,6-di-O-isopropylidene-α-D-galactofuranose

(+)-3-deoxy-1,2:5,6-di-O-isopropylidene-α-D-allofuranos-3-yl benzoate

1,2:5,6-di-O-isopropylidene-α-D-hexofuran-3-ulose

Downstream raw materials:

5-O-Benzyloxymethyl-6-deoxy-1,2-O-isopropylidene-α-D-allofuranose

3-O-Benzoyl-6-deoxy-1,2-O-isopropylidene-α-D-allofuranose

3-Azido-5-O-benzyloxymethyl-6-deoxy-1,2-O-isopropylidene-α-D-glucofuranose

3-O-Benzoyl-5-O-benzyloxymethyl-6-deoxy-1,2-O-isopropylidene-α-D-allofuranose

Refernces

• 1、 Sun, Zhi-Hua,Wang, Bing. "A facile and practical synthesis of peracylated 4-thio-D-ribofuranoses from D-glucose". . p. 2462 - 2465. Retrieved 2008/09/19.
• 2、 Králíková, ?árka,Budě?ínsky, Milo?,Tome?ková, Ivana,Rosenberg, Ivan. "Oxidative cleavage of ribofuranose 5-(α-hydroxyphosphonates): a route to erythrofuranose-based nucleoside phosphonic acids". . p. 9742 - 9750. Retrieved 2007/10/03.