2,3:4,6-Di-o-cyclohexylidene-alpha-D-mannopyranose

Base Information

• Chemical Name: 2,3:4,6-Di-o-cyclohexylidene-alpha-D-mannopyranose
• CAS No.: 70835-78-8
• Molecular Formula: C18H28O6
• Molecular Weight: 340.417
• European Community (EC) Number: 642-843-2
• DSSTox Substance ID: DTXSID70397075
• Mol file: 70835-78-8.mol

Synonyms:70835-78-8;2,3:4,6-Di-o-cyclohexylidene-alpha-D-mannopyranose;CID 3834089;ST023399;DTXSID70397075;DQACDWMYPBKPLD-UHFFFAOYSA-N;AKOS030239760;FT-0666657

Chemical Property of 2,3:4,6-Di-o-cyclohexylidene-alpha-D-mannopyranose

Chemical Property:

• Melting Point: 172-174°C
• Boiling Point: 511oC at 760 mmHg
• Flash Point: 262.9oC
• PSA: 66.38000
• Density: 1.29g/cm3
• LogP: 2.22380
• Storage Temp.: Refrigerator
• Solubility.: DMSO (Slightly), Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 340.18858861
• Heavy Atom Count: 24
• Complexity: 470

Purity/Quality:

95% ^*data from raw suppliers

2,3:4,6-Di-o-cyclohexylidene-α-D-mannopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2(CC1)OCC3C(O2)C4C(C(O3)O)OC5(O4)CCCCC5
• Uses: 2,3:4,6-Di-o-cyclohexylidene-α-D-mannopyranose is used for the synthesis of -mannosides Used for the synthesis of β-mannosides.

Technology Process of 2,3:4,6-Di-o-cyclohexylidene-alpha-D-mannopyranose

There total 2 articles about 2,3:4,6-Di-o-cyclohexylidene-alpha-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: 44.0%

D-Mannose (530-26-7) + 1-ethoxycyclohexene (1122-84-5) → 2,3:4,6-di-O-cyclohexylidene-α-D-mannopyranose (70835-78-8)

Guidance literature:

With toluene-4-sulfonic acid; In N,N-dimethyl-formamide;

DOI:10.1016/j.bmcl.2008.05.006

Reference yield:

→ 2,3:4,6-di-O-cyclohexylidene-α-D-mannopyranose (70835-78-8)

Guidance literature:

D-Mannose, 1-Ethoxycyclohexen;

DOI:10.1016/S0008-6215(00)85506-8

Reference yield:

2,3:4,6-di-O-cyclohexylidene-α-D-mannopyranose (70835-78-8) → 4-nitrophenyl-β-D-mannopyranoside (35599-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: EtO₂CN=NCO₂Et, Ph₃P / toluene / Ambient temperature

2: 90percent aq. CF₃CO₂H / 1 h

With triphenylphosphine; trifluoroacetic acid; diethylazodicarboxylate; In toluene;

upstream raw materials:

D-Mannose

1-ethoxycyclohexene

Downstream raw materials:

β-<(4-Nitro-phenyl)-2,3:4,6-di-O-cyclohexyliden-D-mannopyranosid>

β-<(3-Nitro-phenyl)-2,3:4,6-di-O-cyclohexyliden-D-mannopyranosid>

β-

p-nitrophenyl 2-O-β-D-mannopyranosyl-β-D-galactopyranoside