6-o-Benzoyl-1,2-o-(1-methylethylidene)hexofuranose

Base Information

• Chemical Name: 6-o-Benzoyl-1,2-o-(1-methylethylidene)hexofuranose
• CAS No.: 3254-32-8
• Molecular Formula: C16H20O7
• Molecular Weight: 324.331
• NSC Number: 33687
• DSSTox Substance ID: DTXSID20283833
• Mol file: 3254-32-8.mol

Synonyms:3254-32-8;NSC33687;6-o-benzoyl-1,2-o-(1-methylethylidene)hexofuranose;DTXSID20283833;NSC-33687

Chemical Property of 6-o-Benzoyl-1,2-o-(1-methylethylidene)hexofuranose

Chemical Property:

• Vapor Pressure: 6.67E-11mmHg at 25°C
• Boiling Point: 502.1°Cat760mmHg
• Flash Point: 184.2°C
• Density: 1.313g/cm³
• XLogP3: 1.2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 5
• Exact Mass: 324.12090297
• Heavy Atom Count: 23
• Complexity: 432

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1(OC2C(C(OC2O1)C(COC(=O)C3=CC=CC=C3)O)O)C

Technology Process of 6-o-Benzoyl-1,2-o-(1-methylethylidene)hexofuranose

There total 15 articles about 6-o-Benzoyl-1,2-o-(1-methylethylidene)hexofuranose 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: 97.0%

3-O-benzoyl-1,2:5,6-di-O-isopropylidene-α-D-glucofuranose (13964-22-2) → 6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose (3254-32-8)

Guidance literature:

With copper dichloride; In ethanol; for 19h; Ambient temperature;

DOI:10.1246/bcsj.54.2837

Reference yield: 87.0%

benzoyl chloride (98-88-4) + 1,2-O-isopropylidene-α-D-glucofuranose (18549-40-1) → 6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose (3254-32-8)

Guidance literature:

1,2-O-isopropylidene-α-D-glucofuranose; With bis(tri-n-butyltin)oxide; In toluene;

benzoyl chloride;

DOI:10.1071/CH04025

Reference yield: 75.0%

benzoyl chloride (98-88-4) + (3aR,5S,6S,6aR)-5-((R)-2,2-Dibutyl-[1,3,2]dioxastannolan-4-yl)-2,2-dimethyl-tetrahydro-furo[2,3-d][1,3]dioxol-6-ol → 6-O-benzoyl-1,2-O-isopropylidene-α-D-glucofuranose (3254-32-8)

Guidance literature:

In chloroform; toluene; for 3h; Ambient temperature;

upstream raw materials:

endo/exo-5,6-O-Benzylidene-1,2-O-isopropylidene-α-D-glucofuranose

benzoyl chloride

1-methyl-4-nitrosobenzene

1,2-O-isopropylidene-α-D-glucofuranose 3-O-benzoate

Downstream raw materials:

6-O-benzoyl-D-glucopyranose

2,3-dideoxy-D-arabino-hept-2-enoic acid δ-lactone 4,6-diacetate 7-benzoate

(1R)-O²-acetyl-O³,O⁶-dibenzoyl-1-(6-benzoylamino-purin-9-yl)-D-xylo-1,4-anhydro-5-deoxy-hexitol

3,6-di-O-benzoyl-1,2-O-isopropylidene-5-deoxy-α-D-xylo-hexofuranose