D-Vacciniin

Base Information

• Chemical Name: D-Vacciniin
• CAS No.: 14200-76-1
• Molecular Formula: C₁₃H₁₆O₇
• Molecular Weight: 284.266
• Nikkaji Number: J706.713E
• Wikidata: Q76422828
• Mol file: 14200-76-1.mol

Synonyms:D-Vacciniin;CHEBI:168240;[(2R,3S,4S,5R,6S)-3,4,5,6-TETRAHYDROXYOXAN-2-YL]METHYL BENZOATE;((2R,3S,4S,5R,6S)-3,4,5,6-Tetrahydroxytetrahydro-2H-pyran-2-yl)methyl benzoate;130323-07-8

Chemical Property of D-Vacciniin

Chemical Property:

• XLogP3: -0.9
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 4
• Exact Mass: 284.08960285
• Heavy Atom Count: 20
• Complexity: 329

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)O)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O)O)O)O

Technology Process of D-Vacciniin

There total 5 articles about D-Vacciniin 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:

→ O6-Benzoyl-glucose (14200-76-1,66320-30-7,107416-83-1)

Guidance literature:

With sulfuric acid; acetic acid; at 70 ℃; vacciniin;

Reference yield:

→ O6-Benzoyl-glucose (14200-76-1,66320-30-7,107416-83-1)

Guidance literature:

With sulfuric acid; acetic acid; at 70 ℃; vacciniin;

Reference yield:

benzoyl chloride (98-88-4) → O6-Benzoyl-D-glucose (14200-76-1)

Guidance literature:

Multi-step reaction with 2 steps

2: HgCl₂; BaCO₃; aqueous ethanol

With ethanol; barium carbonate; mercury dichloride;

upstream raw materials:

O⁶-Benzoyl-D-glucose-dipropyldithioacetal

D-glucose diethyl mercaptal

benzoyl chloride

Downstream raw materials:

O⁶-benzoyl-D-arabino-[2]hexosulose-bis-phenylhydrazone

1,2,3,4-tetra-O-acetyl-6-O-benzoyl-β-D-glucopyranose

O⁶-benzoyl-glucose-phenylhydrazone