1,3,4,6-Tetrakis-O-(phenylmethyl)-beta-D-fructofuranosyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranoside

Base Information

• Chemical Name: 1,3,4,6-Tetrakis-O-(phenylmethyl)-beta-D-fructofuranosyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranoside
• CAS No.: 18685-22-8
• Molecular Formula: C₆₈H₇₀O₁₁
• Molecular Weight: 1063.3
• DSSTox Substance ID: DTXSID101109868
• Nikkaji Number: J810.111F
• Mol file: 18685-22-8.mol

Synonyms:SCHEMBL8679656;DTXSID101109868;1,3,4,6-Tetrakis-O-(phenylmethyl)-beta-D-fructofuranosyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranoside;1-O,3-O,4-O,6-O-Tetrabenzyl-beta-D-fructofuranosyl 2-O,3-O,4-O,6-O-tetrabenzyl-alpha-D-glucopyranoside;18685-22-8

Chemical Property of 1,3,4,6-Tetrakis-O-(phenylmethyl)-beta-D-fructofuranosyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranoside

Chemical Property:

• XLogP3: 10.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 29
• Exact Mass: 1062.49181304
• Heavy Atom Count: 79
• Complexity: 1590

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COCC2C(C(C(C(O2)OC3(C(C(C(O3)COCC4=CC=CC=C4)OCC5=CC=CC=C5)OCC6=CC=CC=C6)COCC7=CC=CC=C7)OCC8=CC=CC=C8)OCC9=CC=CC=C9)OCC1=CC=CC=C1
• Isomeric SMILES: C1=CC=C(C=C1)COC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)COCC4=CC=CC=C4)OCC5=CC=CC=C5)OCC6=CC=CC=C6)COCC7=CC=CC=C7)OCC8=CC=CC=C8)OCC9=CC=CC=C9)OCC1=CC=CC=C1

Technology Process of 1,3,4,6-Tetrakis-O-(phenylmethyl)-beta-D-fructofuranosyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranoside

There total 8 articles about 1,3,4,6-Tetrakis-O-(phenylmethyl)-beta-D-fructofuranosyl 2,3,4,6-tetrakis-O-(phenylmethyl)-alpha-D-glucopyranoside 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: 95.0%

benzyl bromide (100-39-0) + Sucrose (57-50-1) → 1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (18685-22-8)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; at 40 - 50 ℃; for 1h;

DOI:10.1002/jlac.199719970124

Reference yield: 75.0%

benzyl chloride (100-44-7) + Sucrose (57-50-1) → 1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (18685-22-8)

Guidance literature:

With sodium hydroxide; potassium carbonate; tert-Amyl alcohol; tetra(n-butyl)ammonium hydrogensulfate; In dimethyl sulfoxide; benzene; for 12h; Ambient temperature;

Reference yield:

1,3,4,6-tetra-O-benzyl-D-fructofuranosyl acetate (28697-76-9) + 2,3,4,6-Tetra-O-benzyl-D-glucopyranose (4291-69-4,6386-24-9,6564-72-3,59531-24-7,69257-52-9,78184-89-1,78609-16-2,78609-17-3,78609-18-4,96553-53-6,104111-61-7,131347-08-5,4132-28-9) → 1,3,4,6-tetra-O-benzyl-β-D-fructofuranosyl 2,3,4,6-tetra-O-benzyl-α-D-glucopyranoside (18685-22-8) + 1,3,4,6-tetra-O-α-D-fructofuranosyl 2,3,4,6-tetra-O-α-D-glucopyranoside

Guidance literature:

With calcium sulfate; scandium tris(trifluoromethanesulfonate); In toluene; at 0 ℃; Title compound not separated from byproducts.;

DOI:10.1016/j.tetlet.2007.07.092

upstream raw materials:

benzyl chloride

Sucrose

2,3,4,6-tetra-O-benzyl-D-glucopyranose

ethyl tetra-O-benzyl-2-thio-α-D-fructofuranoside

Downstream raw materials:

2,3,4,6-tetra-O-benzyl-D-glucopyranose

2,3,4,6-Tetra-O-benzyl-D-glucopyranose

5-((benzyloxy)methyl)-furan-2-carbaldehyde

2,3,4,6-tetra-O-benzyl-D-glucopyranoside