(-)-VIBO-QUERCITOL

Base Information

• Chemical Name: (-)-VIBO-QUERCITOL
• CAS No.: 488-76-6
• Molecular Formula: C6H12O5
• Molecular Weight: 164.158
• Mol file: 488-76-6.mol

Synonyms:(-)-vibo-Quercitol;1L-1,2,4/3,5-cyclohexanepentol;(1R,2S,4R,5R)-cyclohexane-1,2,3,4,5-pentol;1L-1,2,4 3,5-Cyclohexanepentol;D-1-deoxy-myo-inositol;1D-3-deoxy-myo-inositol;

Chemical Property of (-)-VIBO-QUERCITOL

Chemical Property:

• Vapor Pressure: 0.00018mmHg at 25°C
• Melting Point: 180-181 °C
• Boiling Point: 293.6°Cat760mmHg
• PKA: 13.42±0.70(Predicted)
• Flash Point: 146.2°C
• PSA: 101.15000
• Density: 1.796g/cm³
• LogP: -2.80540
• Storage Temp.: Freezer

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-D-3-Deoxy-myo-inositol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-VIBO-QUERCITOL

There total 64 articles about (-)-VIBO-QUERCITOL 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%

5-O-methyl-gala-quercitol tetraacetate → DL-gala-quercitol (488-73-3,488-74-4,488-76-6,527-39-9,527-42-4,3411-22-1,17278-12-5,19776-68-2,19776-71-7,19776-72-8,19776-73-9,26671-58-9,38653-82-6,38836-69-0,40617-62-7,60802-79-1,62076-18-0,78148-00-2,81369-59-7,81369-61-1,81369-62-2,81369-63-3,81623-40-7,81623-43-0,90899-07-3,126108-74-5,131435-06-8)

Guidance literature:

With hydrogen bromide; at 20 ℃; for 72h;

DOI:10.1055/s-2003-40517

Reference yield: 91.0%

rac-(1R,2S,3R,4S,5S)-cyclohexane-1,2,3,4,5-pentayl pentaacetate (18376-41-5,20097-36-3,20108-58-1,27088-53-5,38836-70-3,56782-13-9,68907-51-7,81601-22-1,81601-26-5,81601-27-6,81601-28-7,81601-29-8) → epi-quercitol (488-73-3,488-74-4,488-76-6,527-39-9,527-42-4,3411-22-1,17278-12-5,19776-68-2,19776-71-7,19776-72-8,19776-73-9,26671-58-9,38653-82-6,38836-69-0,40617-62-7,60802-79-1,62076-18-0,78148-00-2,81369-59-7,81369-61-1,81369-62-2,81369-63-3,81623-40-7,81623-43-0,90899-07-3,126108-74-5,131435-06-8)

Guidance literature:

With ammonia; In methanol; at 20 ℃; for 12h;

DOI:10.1039/c3ob26909d

Reference yield: 87.5%

1D-3-deoxy-1,2:5,6-di-O-isopropylidene-4-O-methyl-myo-inositol (97087-18-8) → (-)-viburnitol (488-76-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 24 ℃; for 12h;

DOI:10.1021/ja00064a002

upstream raw materials:

1D-3-deoxy-1,2:5,6-di-O-isopropylidene-4-O-methyl-myo-inositol

(1R,2R,3R,4S,5R)-1,2:3,4-di-O-cyclohexylidene-5-O-(methyl)cyclohexane-1,2,3,4,5-pentol

(+)-penta-O-acetyl-1-deoxy-myo-inositol

L-3,4:5.6-di-O-cyclohexylidene-2-O-methyl-(-)-chiro-inositol

Downstream raw materials:

1D-6-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

1D-4-O-benzyl-3-deoxy-1,2-O-isopropylidene-myo-inositol

1D-4-O-benzyl-1,2:5,6-di-O-isopropylidene-3-deoxy-myo-inositol

1D-6-O-benzyl-1,2:4,5-di-O-isopropylidene-3-deoxy-myo-inositol

Refernces

• 1、 Itoh, Nobuya,Kurokawa, Junji,Toda, Hiroshi,Konishi, Kazunobu. "Identification and characterization of a novel (?)-vibo-quercitol 1-dehydrogenase from Burkholderia terrae suitable for production of (?)-vibo-quercitol from 2-deoxy-scyllo-inosose". . p. 7545 - 7555. Retrieved 2017.
• 2、 Shih, Tzenge-Lien,Lin, Ya-Ling. "Epoxidation of protected (1,4,5)-cyclohex-2-ene-triols and their acid hydrolysis to synthesize quercitols from D-(-)-quinic acid". . p. 1809 - 1817. Retrieved 2007/10/03.