D-Quinovitol

Base Information

• Chemical Name: D-Quinovitol
• CAS No.: 71075-63-3
• Molecular Formula: C6H14O5
• Molecular Weight: 166.174
• Mol file: 71075-63-3.mol

Synonyms:6-Deoxy-D-glucitol;D-Quinovitol

Chemical Property of D-Quinovitol

Chemical Property:

• PSA: 101.15000
• LogP: -2.55780

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-Quinovitol

There total 7 articles about D-Quinovitol 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: 31.0%

C19H46O6Si4 → (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (194991-50-9,53319-04-3) + 6-deoxy-D-glucitol (71075-63-3) + D-sorbitol (50-70-4) + 1,5-anhydro-D-glucitol (154-58-5,53319-04-3)

Guidance literature:

C₁₉H₄₆O₆Si₄; With bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane; In chloroform-d1; at 25 ℃; for 15h; Inert atmosphere; Glovebox;

In methanol; regioselective reaction; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201708109

Reference yield:

methyl β-D-tagatopyranoside → (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (194991-50-9,53319-04-3) + 6-deoxy-D-glucitol (71075-63-3) + D-sorbitol (50-70-4) + 1,5-anhydro-D-glucitol (154-58-5,53319-04-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 25 °C

2.1: bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane / chloroform-d1 / 15 h / 25 °C / Inert atmosphere; Glovebox

2.2: Dowex? / Inert atmosphere; Glovebox

With bis(pentafluorophenyl)borinic acid; 1,1,1,3,3,3-hexamethyl-disilazane; 1,1,3,3-tetramethyldisilazane; In chloroform-d1; dichloromethane;

DOI:10.1002/anie.201708109

Reference yield:

tagatose (β-pyranose) (20197-42-6) → (2S,3S,4R,5S)-2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol (194991-50-9,53319-04-3) + 6-deoxy-D-glucitol (71075-63-3) + D-sorbitol (50-70-4) + 1,5-anhydro-D-glucitol (154-58-5,53319-04-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetyl chloride / 96 h / 0 - 25 °C

2.1: 1,1,1,3,3,3-hexamethyl-disilazane / dichloromethane / 25 °C

3.1: bis(pentafluorophenyl)borinic acid; 1,1,3,3-tetramethyldisilazane / chloroform-d1 / 15 h / 25 °C / Inert atmosphere; Glovebox

3.2: Dowex? / Inert atmosphere; Glovebox

With bis(pentafluorophenyl)borinic acid; acetyl chloride; 1,1,1,3,3,3-hexamethyl-disilazane; 1,1,3,3-tetramethyldisilazane; In chloroform-d1; dichloromethane;

DOI:10.1002/anie.201708109

upstream raw materials:

D-Fucose

tagatose (β-pyranose)

hexane-1,2,3,4,5-pentaol

L-fucitol

Downstream raw materials:

racemic rhodeitol

Refernces