Dodecyl b-D-thiomaltopyranoside

Base Information

• Chemical Name: Dodecyl b-D-thiomaltopyranoside
• CAS No.: 148565-58-6
• Molecular Formula: C₂₄H₄₆O₁₀S
• Molecular Weight: 526.689
• Hs Code.: 29389090
• DSSTox Substance ID: DTXSID301197267
• Nikkaji Number: J814.099E
• Mol file: 148565-58-6.mol

Synonyms:148565-58-6;Dodecyl b-D-thiomaltopyranoside;Dodecyl beta-D-thiomaltopyranoside;N-DODECYL-B-D-THIOMALTOPYRANOSIDE, ANAGRADE?;(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6S)-6-dodecylsulfanyl-4,5-dihydroxy-2-(hydroxymethyl)oxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;(2R,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6S)-6-(Dodecylthio)-4,5-dihydroxy-2-(hydroxymethyl)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;n-Dodecyl b-D-thiomaltoside;n-Dodecyl beta-D-thiomaltopyranoside;DTXSID301197267;n-Dodecyl-|A-D-Thiomaltopyranoside;Dodecyl-I(2)-D-thiomaltopyranoside;beta-D-Glucopyranoside, dodecyl 4-O-alpha-D-glucopyranosyl-1-thio-;Dodecyl 4-O-alpha-D-glucopyranosyl-1-thio-beta-D-glucopyranoside

Chemical Property of Dodecyl b-D-thiomaltopyranoside

Chemical Property:

• PSA: 194.60000
• LogP: 0.26460
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 16
• Exact Mass: 526.28116883
• Heavy Atom Count: 35
• Complexity: 558

Purity/Quality:

98%, ^*data from raw suppliers

Dodecyl b-D-thiomaltopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCSC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: CCCCCCCCCCCCS[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O[C@@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O)O)O
• Uses: Dodecyl b-D-thiomaltopyranoside (CAS# 148565-58-6) is an S-glycoside surfactant and detergent.

Technology Process of Dodecyl b-D-thiomaltopyranoside

There total 9 articles about Dodecyl b-D-thiomaltopyranoside 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: 74.0%

dodecyl hepta-O-acetyl-1-thio-β-maltoside → β-thiododecyl D-maltobioside (148565-58-6)

Guidance literature:

With water; triethylamine; In methanol; at 20 - 50 ℃; for 18h; Inert atmosphere;

DOI:10.1134/S1070428020100231

Reference yield:

β-thiododecylperacetyl D-maltobioside → β-thiododecyl D-maltobioside (148565-58-6)

Guidance literature:

With methanol; sodium methylate;

DOI:10.1016/S0009-3084(00)00151-1

Reference yield:

β-thiododecylperacetyl D-cellobioside → β-thiododecyl D-cellobioside (148565-58-6)

Guidance literature:

β-thiododecylperacetyl D-cellobioside; With sodium methylate; In methanol; for 16h; pH=9;

In methanol;

DOI:10.1016/j.carres.2015.12.008

upstream raw materials:

1,2,3,6,2',3',4',6'-octa-O-acetylmaltose

1-dodecylthiol

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl-(1->4)-2,3,6-tri-O-acetyl-β-D-glucopyranosyl acetate

β-cellobioseoctaacetate

Refernces

• 1、 Szabó, Lajos Z.,Hanrahan, Dillon J.,Jones, Evan M.,Martin, Erin,Pemberton, Jeanne E.,Polt, Robin. "Preparation of S-glycoside surfactants and cysteine thioglycosides using minimally competent Lewis acid catalysis". . p. 1 - 4. Retrieved 2016/02/03.