Sucrose 6-benzoate

Base Information

• Chemical Name: Sucrose 6-benzoate
• CAS No.: 127924-16-7
• Molecular Formula: C₁₉H₂₆O₁₂
• Molecular Weight: 446.408
• UNII: HTD278O4JF
• Wikidata: Q27280086
• Mol file: 127924-16-7.mol

Synonyms:Sucrose 6-benzoate;6-o-Benzoylsucrose;UNII-HTD278O4JF;HTD278O4JF;127924-16-7;alpha-D-Glucopyranoside, beta-D-fructofuranosyl, 6-benzoate;[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methyl benzoate;SCHEMBL237200;AFHCRQREQZIDSI-OVUASUNJSA-N;NCGC00384971-01;Q27280086;.ALPHA.-D-GLUCOPYRANOSIDE, .BETA.-D-FRUCTOFURANOSYL, 6-BENZOATE;NCGC00384971-01_C19H26O12_beta-D-Fructofuranosyl 6-O-benzoyl-alpha-D-glucopyranoside

Chemical Property of Sucrose 6-benzoate

Chemical Property:

• XLogP3: -2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 8
• Exact Mass: 446.14242626
• Heavy Atom Count: 31
• Complexity: 598

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C(=O)OCC2C(C(C(C(O2)OC3(C(C(C(O3)CO)O)O)CO)O)O)O
• Isomeric SMILES: C1=CC=C(C=C1)C(=O)OC[C@@H]2[C@H]([C@@H]([C@H]([C@H](O2)O[C@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)O)O)O

Technology Process of Sucrose 6-benzoate

There total 6 articles about Sucrose 6-benzoate 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:

benzoic acid anhydride (93-97-0) + Sucrose (57-50-1) → sucrose benzoate ester (127924-16-7)

Guidance literature:

With di(n-butyl)tin oxide; Yield given. Multistep reaction; 1.) MeOH, reflux, 1 h, 2.) DMF, a) 4 deg C 4 h, b) RT, 48 h;

DOI:10.1016/0008-6215(94)00288-Q

Reference yield:

C21H31NO11 → sucrose benzoate ester (127924-16-7)

Guidance literature:

With water; acetic acid; In N,N-dimethyl-formamide; at 20 ℃; for 0.5h; pH=6.5;

Reference yield:

1,3-di-(6-O-sucrose)-1,1,3,3-tetrabutyl-distannoxane + benzoyl chloride (98-88-4) → sucrose benzoate ester (127924-16-7)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; isopropyl alcohol; at 0 - 20 ℃;

upstream raw materials:

benzoic acid anhydride

Sucrose

orthobenzoic acid trimethyl ester

benzoyl chloride

Downstream raw materials:

Benzoic acid (2R,3S,4S,5R,6R)-6-((2S,3S,4S,5S)-5-chloromethyl-3,4-dihydroxy-2-hydroxymethyl-tetrahydro-furan-2-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

4,1',6'-trichloro-4,1',6'-trideoxy-6-O-benzoate of galactosucrose