1,2,3,4,6-Penta-O-benzoyl-D-mannopyranose

Base Information

• Chemical Name: 1,2,3,4,6-Penta-O-benzoyl-D-mannopyranose
• CAS No.: 96996-90-6
• Molecular Formula: C41H32O11
• Molecular Weight: 700.698
• DSSTox Substance ID: DTXSID60469210
• Nikkaji Number: J1.970.428I
• Mol file: 96996-90-6.mol

Synonyms:96996-90-6;1,2,3,4,6-PENTA-O-BENZOYL-D-MANNOPYRANOSE;(3S,4S,5R,6R)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayl tetrabenzoate;[(2R,3R,4S,5S)-3,4,5,6-tetrabenzoyloxyoxan-2-yl]methyl benzoate;D-Mannopyranose, pentabenzoate;MFCD02683389;1,2,3,4,6-Penta-o-benzoyl-alpha,beta-D-mannopyranoside;DTXSID60469210;AKOS037645349;AS-60311;CS-0046838;W-204146;(2R,3R,4S,5S)-4,5,6-tris(benzoyloxy)-2-[(benzoyloxy)methyl]oxan-3-yl benzoate;(3S,4S,5R,6R)-6-((benzoyloxy)methyl)tetrahydro-2H-pyran-2,3,4,5-tetrayltetrabenzoate

Chemical Property of 1,2,3,4,6-Penta-O-benzoyl-D-mannopyranose

Chemical Property:

• Melting Point: 152-153°C
• Boiling Point: 803.7±65.0 °C(Predicted)
• PSA: 140.73000
• Density: 1.37±0.1 g/cm3(Predicted)
• LogP: 6.10210
• Storage Temp.: -20°C Freezer
• Solubility.: Acetontrile (Slightly), Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 8.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 16
• Exact Mass: 700.19446183
• Heavy Atom Count: 52
• Complexity: 1190

Purity/Quality:

98%min ^*data from raw suppliers

1,2,3,4,6-Penta-O-benzoyl-D-mannopyranose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@@H](C(O2)OC(=O)C3=CC=CC=C3)OC(=O)C4=CC=CC=C4)OC(=O)C5=CC=CC=C5)OC(=O)C6=CC=CC=C6
• Uses: 1,2,3,4,6-Penta-O-benzoyl-D-mannopyranose (cas# 96996-90-6) is a compound useful in organic synthesis.

Technology Process of 1,2,3,4,6-Penta-O-benzoyl-D-mannopyranose

There total 78 articles about 1,2,3,4,6-Penta-O-benzoyl-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: 100.0%

D-Glucose (2280-44-6) + benzoyl chloride (98-88-4) → 1,2,3,4,6-penta-O-benzoyl-D-glucopyranoside (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3)

Guidance literature:

dmap; In pyridine; at 0 ℃; for 20h;

DOI:10.1002/chem.200204544

Reference yield: 100.0%

D-Galactose (59-23-4) + benzoyl chloride (98-88-4) → 1,2,3,4,6-penta-O-benzoyl-α-D-galactopyranoside (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3)

Guidance literature:

D-Galactose; With pyridine; for 0.5h; Molecular sieve; Inert atmosphere;

benzoyl chloride; at 20 ℃; for 18h; Inert atmosphere;

DOI:10.1016/j.carres.2013.06.019

Reference yield: 100.0%

D-Mannose (530-26-7) + benzoyl chloride (98-88-4) → 1,2,3,4,6-penta-O-benzoyl-β-D-mannopyranose (2592-58-7,3006-48-2,3006-49-3,13526-09-5,14679-57-3,22415-91-4,29884-70-6,41545-55-5,41545-56-6,41569-33-9,96996-90-6,121570-85-2,121570-86-3)

Guidance literature:

With pyridine; In methanol; at 0 ℃; for 4h;

DOI:10.1248/cpb.47.1265

upstream raw materials:

D-Mannose

benzoyl chloride

D-Mannose

benzoic acid anhydride

Downstream raw materials:

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl chloride

2,3,4,6-Tetra-O-benzoyl-α-D-mannopyranosyl bromide

2,3,4,6-tetra-O-benzoyl-α-D-mannopyranosyl iodide

1,1-bis-benzoylamino-1-deoxy-D-mannitol