(4,5-Dibenzoyloxy-3-fluoro-6-methoxyoxan-2-yl)methyl benzoate

Base Information

• Chemical Name: (4,5-Dibenzoyloxy-3-fluoro-6-methoxyoxan-2-yl)methyl benzoate
• CAS No.: 84065-98-5
• Molecular Formula: C28H25FO8
• Molecular Weight: 508.5
• Hs Code.: 2938909090
• European Community (EC) Number: 617-527-2
• Mol file: 84065-98-5.mol

Synonyms:84065-98-5;BenzoylthiocholineIodide;SCHEMBL12807944

Chemical Property of (4,5-Dibenzoyloxy-3-fluoro-6-methoxyoxan-2-yl)methyl benzoate

Chemical Property:

• PSA: 97.36000
• LogP: 4.00400
• Solubility.: Chloroform, Dichloromethane, Ethyl Acetate, Methanol
• XLogP3: 5.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 11
• Exact Mass: 508.15334591
• Heavy Atom Count: 37
• Complexity: 757

Purity/Quality:

99% ^*data from raw suppliers

Methyl4-Deoxy-4-fluoro-α-D-glucoseTribenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1C(C(C(C(O1)COC(=O)C2=CC=CC=C2)F)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4
• Uses: Methyl 4-Deoxy-4-fluoro-α-D-glucose Tribenzoate (cas# 84065-98-5) is a compound useful in organic synthesis.

Technology Process of (4,5-Dibenzoyloxy-3-fluoro-6-methoxyoxan-2-yl)methyl benzoate

There total 4 articles about (4,5-Dibenzoyloxy-3-fluoro-6-methoxyoxan-2-yl)methyl benzoate 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: 79.4%

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside (3601-36-3,6344-46-3) → Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside (84065-98-5)

Guidance literature:

With (bis-(2-methoxyethyl)amino)sulfur trufluoride; In tetrahydrofuran; at 20 - 52 ℃; Large scale reaction;

DOI:10.1021/op100053k

Reference yield: 56.0%

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside (3601-36-3,6344-46-3) → methyl 2,3,6-tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside (51996-36-2,84065-98-5,141990-21-8)

Guidance literature:

With dmap; diethylamino-sulfur trifluoride; In dichloromethane; 1) -20 deg C, 15 min, 2) RT, 24 h;

DOI:10.1016/S0008-6215(00)90028-4

Reference yield:

benzoyl chloride (98-88-4) → Methyl 2,3,6-Tri-O-benzoyl-4-deoxy-4-fluoro-α-D-glucopyranoside (84065-98-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 61 percent / pyridine

2: 50.5 percent / DAST / CH₂Cl₂

With pyridine; 4,4'-diaminostilbene-2,2'-disulfonic acid; In dichloromethane;

DOI:10.1021/jo00102a024

upstream raw materials:

methyl 2,3,6-tri-O-benzoyl-α-D-galactopyranoside

benzoyl chloride

Downstream raw materials:

Methyl 4-Deoxy-4-fluoro-α-D-glucopyranoside

(2S,3R,4R,5R,6R)-6-(acetoxymethyl)-5-fluorotetrahydro-2H-pyran-2,3,4-triyl triacetate

(3R,4R,5S,6R)-5-fluoro-6-(hydroxymethyl)tetrahydro-2H-pyran-2,3,4-triol

4-deoxy-4-fluoro-1-O-acetyl-2,3,6-tri-O-benzoyl-D-glucopyranose

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