1-Oxododecyl b-D-glucopyranoside

Base Information

• Chemical Name: 1-Oxododecyl b-D-glucopyranoside
• CAS No.: 64395-92-2
• Molecular Formula: C₁₈H₃₄O₇
• Molecular Weight: 362.464
• DSSTox Substance ID: DTXSID70369136
• Nikkaji Number: J1.220.803K
• Wikidata: Q82156170
• Mol file: 64395-92-2.mol

Synonyms:64395-92-2;1-Oxododecyl b-D-glucopyranoside;1-OXODODECYL BETA-D-GLUCOPYRANOSIDE;[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl] dodecanoate;(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl dodecanoate;1-O-lauroyl-D-glucopyranoside;SCHEMBL8144862;1-O-dodecanoyl-D-glucopyranoside;DTXSID70369136;1-O-Lauroyl-beta-D-glucopyranose;1-O-Dodecanoyl-beta-D-glucopyranose;BS-29071;1-Oxododecyl-beta-D-glucopyranoside,99+%;W-203396;(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yldodecanoate

Chemical Property of 1-Oxododecyl b-D-glucopyranoside

Chemical Property:

• Melting Point: 124°C
• Refractive Index: 1.4800 (estimate)
• Boiling Point: 414.06°C (rough estimate)
• PSA: 116.45000
• Density: 1.1130 (rough estimate)
• LogP: 1.25040
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 13
• Exact Mass: 362.23045342
• Heavy Atom Count: 25
• Complexity: 363

Purity/Quality:

99%, ^*data from raw suppliers

1-Oxododecyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCC(=O)OC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CCCCCCCCCCCC(=O)O[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of 1-Oxododecyl b-D-glucopyranoside

There total 3 articles about 1-Oxododecyl b-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: 49.0%

β-D-glucose (492-61-5) + quinolin-8-yl dodecanoate (47355-55-5) → 1-O-lauroyl-β-D-glucopyranose (64395-92-2)

Guidance literature:

With sodium hydride; In pyridine; for 5h; Ambient temperature;

DOI:10.1016/0040-4020(86)80009-6

Reference yield:

n-dodecanoyl chloride (112-16-3) → 1-O-lauroyl-β-D-glucopyranose (64395-92-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 86 percent / triethylamine / tetrahydrofuran / 1 h / 0 °C

2: 49 percent / NaH / pyridine / 5 h / Ambient temperature

With sodium hydride; triethylamine; In tetrahydrofuran; pyridine;

DOI:10.1016/0040-4020(86)80009-6

Reference yield:

→ 1-O-lauroyl-β-D-glucopyranose (64395-92-2)

Guidance literature:

2,3,4,6-Tetrabenzyl-α-D-glucose XXVII, Lauroylchlorid, H2;

upstream raw materials:

β-D-glucose

quinolin-8-yl dodecanoate

n-dodecanoyl chloride

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