Sucrose, 6-palmitate

Base Information

• Chemical Name: Sucrose, 6-palmitate
• CAS No.: 13039-41-3
• Molecular Formula: C₂₈H₅₂O₁₂
• Molecular Weight: 580.714
• UNII: 1J18DG53RL
• DSSTox Substance ID: DTXSID50156501
• Nikkaji Number: J635.356H
• Wikidata: Q27252473
• Metabolomics Workbench ID: 200630
• Mol file: 13039-41-3.mol

Synonyms:Sucrose, 6-palmitate;13039-41-3;UNII-1J18DG53RL;1J18DG53RL;alpha-D-Glucopyranoside, beta-D-fructofuranosyl, 6-hexadecanoate;6-palmitatesucrose;Sucrose palmitate, 90%;SCHEMBL39626;DTXSID50156501;RYOTO SUGAR ESTER P 1695;MFCD00047545;PALMITIC ACID, 6-ESTER WITH SUCROSE;Q27252473;beta-D-Fructofuranosyl alpha-D-glucopyranoside 6-palmitate;.ALPHA.-D-GLUCOPYRANOSIDE, .BETA.-D-FRUCTOFURANOSYL, 6-HEXADECANOATE

Chemical Property of Sucrose, 6-palmitate

Chemical Property:

• XLogP3: 3.6
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 12
• Rotatable Bond Count: 21
• Exact Mass: 580.34587709
• Heavy Atom Count: 40
• Complexity: 696

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)OCC1C(C(C(C(O1)OC2(C(C(C(O2)CO)O)O)CO)O)O)O
• Isomeric SMILES: CCCCCCCCCCCCCCCC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)O[C@]2([C@H]([C@@H]([C@H](O2)CO)O)O)CO)O)O)O

Technology Process of Sucrose, 6-palmitate

There total 4 articles about Sucrose, 6-palmitate 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: 39.0%

1-hexadecylcarboxylic acid (57-10-3) + Sucrose (57-50-1) → 6,6'-di-O-hexadecanoylsucrose + β-D-fructofuranosyl 6-O-palmityl-α-D-glucopyranoside (13039-41-3) + 6'-O-palmitoylsucrose (24516-45-8) + Hexadecanoic acid (2R,3S,4S,5R,6R)-6-((1S,2S,4R,5S)-2,4-bis-hydroxymethyl-3,6-dioxa-bicyclo[3.1.0]hex-2-yloxy)-3,4,5-trihydroxy-tetrahydro-pyran-2-ylmethyl ester

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 30h; Further byproducts given;

DOI:10.1016/j.tetasy.2004.04.021

Reference yield:

hexadecanoic acid ethyl ester (628-97-7) + Sucrose (57-50-1) → 6,6'-di-O-hexadecanoylsucrose + β-D-fructofuranosyl 6-O-palmityl-α-D-glucopyranoside (13039-41-3) + 6'-O-palmitoylsucrose (24516-45-8)

Guidance literature:

With potassium carbonate; In dimethyl sulfoxide; at 70 ℃; under 82.5083 Torr; Ultrasonic irradiation;

DOI:10.1016/j.ultsonch.2009.08.009

Reference yield:

1-hexadecylcarboxylic acid (57-10-3) + Sucrose (57-50-1) → β-D-fructofuranosyl 6-O-palmityl-α-D-glucopyranoside (13039-41-3) + 6'-O-palmitoylsucrose (24516-45-8)

Guidance literature:

With di-isopropyl azodicarboxylate; triphenylphosphine; In N,N-dimethyl-formamide; at 20 ℃; for 26h;

DOI:10.1002/chem.200500773

upstream raw materials:

1-hexadecylcarboxylic acid

Sucrose

hexadecanoic acid ethyl ester