1,6-Anhydro-beta-D-mannopyranose

Base Information

• Chemical Name: 1,6-Anhydro-beta-D-mannopyranose
• CAS No.: 14168-65-1
• Molecular Formula: C6H10O5
• Molecular Weight: 162.142
• Hs Code.: 29400000
• DSSTox Substance ID: DTXSID101016516
• Nikkaji Number: J15.910G
• Mol file: 14168-65-1.mol

Synonyms:1,6-anhydro-beta-D-mannopyranose;mannosan

Chemical Property of 1,6-Anhydro-beta-D-mannopyranose

Chemical Property:

• Appearance/Colour: White crystalline solid
• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 182-184 °C
• Refractive Index: 1.62
• Boiling Point: 383.754 °C at 760 mmHg
• Flash Point: 185.888 °C
• PSA: 79.15000
• Density: 1.689 g/cm³
• LogP: -2.17580
• Storage Temp.: 2-8°C
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly, Sonicated)
• XLogP3: -2.1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 0
• Exact Mass: 162.05282342
• Heavy Atom Count: 11
• Complexity: 161

Purity/Quality:

99% ^*data from raw suppliers

1,6-Anhydro-b-D-mannopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,Xi
• Hazard Codes: Xi,Xn
• Statements: 20/21/22-36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2C(C(C(C(O1)O2)O)O)O
• Isomeric SMILES: C1[C@@H]2[C@H]([C@@H]([C@@H]([C@H](O1)O2)O)O)O
• Description: 1,6-Anhydro-β-D-mannopyranose is a major organic tracer generated by burned cellulose. This compound is one of several that are used to evaluate, in atmospheric samples, the burning of wood.
• Uses: An anhydro sugar with gustatory properties. Monosaccharide anhydrides, new markers of toasted oak wood used for ageing wines and distillates. 1,6-ANHYDRO-BETA-D-MANNOPYRANOSE is a major organic tracer generated by burned cellulose. This compound is one of several that are used to evaluate, in atmospheric samples, the burning of wood.

Technology Process of 1,6-Anhydro-beta-D-mannopyranose

There total 29 articles about 1,6-Anhydro-beta-D-mannopyranose 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: 80.0%

D-Mannose (530-26-7) → mannosan (14168-65-1)

Guidance literature:

With p-toluenesulfonyl chloride; In pyridine; for 4h; Ambient temperature;

DOI:10.1080/07328309808005771

Reference yield: 77.0%

6-O-p-toluenesulfonyl-D-mannopyranose (6619-07-4,26391-80-0,121363-57-3,121363-64-2,121363-65-3,121363-70-0) → mannosan (14168-65-1)

Guidance literature:

NaOH; In pyridine; sodium hydroxide; for 1h; Ambient temperature;

DOI:10.1016/0008-6215(84)85118-6

Reference yield: 40.0%

1,6-anhydro-2,3,4-tri-O-benzyl-β-D-mannopyranose (20888-02-2) → 1,6-anhydro-3-O-benzoyl-β-D-mannopyranose (104477-48-7) + mannosan (14168-65-1)

Guidance literature:

palladium on activated charcoal; In isopropyl alcohol; for 4h; Heating;

DOI:10.1016/S0040-4039(00)84567-0

upstream raw materials:

2,3,4-tri-O-acetyl-1,6-anhydro-β-D-mannopyranose

D-Mannose

D-Mannose

(1R,2S,6S,7R,8R)-7-Allyloxy-4-vinyl-3,5,10,11-tetraoxa-tricyclo[6.2.1.0^2,6]undecane

Downstream raw materials:

2,3,4-tri-O-acetyl-1,6-anhydro-β-D-mannopyranose

1,6-anhydro-2,3,4-tri-O-benzoyl-β-D-mannopyranose

tris-O-(toluene-4-sulfonyl)-1,6-anhydro-β-D-mannopyranose

1,6-Anhydro-2-O-(p-toluenesulphonyl)-β-D-mannopyranose

Refernces

• 1、 Junot, N.,Meslin, J.C.,Rabiller, C.. "Regioselective acylation of 1,6-anhydro-β-D-manno and galactopyranose catalysed by lipases". . p. 1387 - 1392. Retrieved 1995.
• 2、 Doiuchi, Daiki,Uchida, Tatsuya. "Catalytic Highly Regioselective C-H Oxygenation Using Water as the Oxygen Source: Preparation of 17O/18O-Isotope-Labeled Compounds". supporting information. p. 7301 - 7305. Retrieved 2021/10/01.
• 3、 -. "Oligosaccharide compound and its manufacture and its intermediate". Paragraph 0242; 0243; 0244. . Retrieved 2018/04/14.