2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol

Base Information

• Chemical Name: 2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol
• CAS No.: 13121-61-4
• Molecular Formula: C14H20O9
• Molecular Weight: 332.307
• Mol file: 13121-61-4.mol

Synonyms:(3,4,5-triacetyloxyoxan-2-yl)methyl acetate;

Chemical Property of 2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol

Chemical Property:

• Vapor Pressure: 4.45E-06mmHg at 25°C
• Melting Point: 104-105 °C
• Boiling Point: 383.3°Cat760mmHg
• Flash Point: 166°C
• PSA: 114.43000
• Density: 1.26g/cm³
• LogP: -0.25660
• Solubility.: Dichloromethane, Ethyl Acetate

Purity/Quality:

99% ^*data from raw suppliers

2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Protected mannitol derivative

Technology Process of 2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol

There total 26 articles about 2,3,4,6-Tetra-O-acetyl-1,5-anhydro-D-mannitol 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: 100.0%

acetobromomannose (13242-53-0) → tetra-O-acetyl-1,5-anhydro-D-mannitol (13121-61-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; for 1.5h; Heating;

DOI:10.1016/j.carres.2008.03.017

Reference yield: 82.0%

phenyl 2,3,4,6-tetra-O-acetyl-1-seleno-α-D-mannopyranoside (282088-45-3) → tetra-O-acetyl-1,5-anhydro-D-mannitol (13121-61-4)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1021/ol030023t

Reference yield: 77.0%

4-methylphenyl 2,3,4,6-tetra-O-acetyl-1-thio-α-D-mannopyranoside (211801-79-5) → tetra-O-acetyl-1,5-anhydro-D-mannitol (13121-61-4)

Guidance literature:

With diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; In 1,4-dioxane; for 1.5h; Inert atmosphere; UV-irradiation;

DOI:10.1080/07328303.2021.2015366

upstream raw materials:

acetic anhydride

1,5-anhydro-D-mannitol

ethyl 2,3,4,6-tetra-O-acetyl-1-thio-β-D-mannopyranoside

S-ethyl 2,3,4,6-tetra-O-acetyl-1-deoxy-1-thio-α-D-mannopyranoside

Downstream raw materials:

1,5-anhydro-D-mannitol

(2R,4aR,8aR)-2-Phenyl-tetrahydro-pyrano[3,2-d][1,3]dioxin-8-one

O²,O³;O⁴,O⁶-dibenzyliden-1,5-anhydro-mannitol

(2R,4aR,8aS)-8-Methylene-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine

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