Nonyl 4-O-Alpha-D-Glucopyranosyl-Beta-D-Glucopyranoside

Base Information

• Chemical Name: Nonyl 4-O-Alpha-D-Glucopyranosyl-Beta-D-Glucopyranoside
• CAS No.: 106402-05-5
• Molecular Formula: C21H40O11
• Molecular Weight: 468.536
• European Community (EC) Number: 663-862-2
• ChEMBL ID: CHEMBL1738948
• DSSTox Substance ID: DTXSID30470999
• Nikkaji Number: J2.710.027I
• Wikidata: Q27467949
• Mol file: 106402-05-5.mol

Synonyms:106402-05-5;Nonyl b-D-maltopyranoside;N-NONYL-BETA-D-MALTOSIDE;Nonyl 4-O-Alpha-D-Glucopyranosyl-Beta-D-Glucopyranoside;CHEMBL1738948;MFCD08062400;(2R,3R,4S,5S,6R)-2-(((2R,3S,4R,5R,6R)-4,5-Dihydroxy-2-(hydroxymethyl)-6-(nonyloxy)tetrahydro-2H-pyran-3-yl)oxy)-6-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol;(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-4,5-dihydroxy-2-(hydroxymethyl)-6-nonoxyoxan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol;Nonyl |A-D-maltoside;nonyl-beta-D-maltoside;Nonyl-I(2)-D-maltoside;n-Nonyl beta-D-maltopyranoside;DTXSID30470999;BDBM50581534;AKOS030529274;N-Nonyl-b-D-maltopyranoside,anagrade?;AS-47644;Nonyl beta-D-maltoside, >=99.0% (TLC);F14803;W-200751;Q27467949

Chemical Property of Nonyl 4-O-Alpha-D-Glucopyranosyl-Beta-D-Glucopyranoside

Chemical Property:

• PSA: 178.53000
• LogP: -1.62230
• Solubility.: H2O: soluble10mg/mL, clear, colorless
• XLogP3: -0.2
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 11
• Rotatable Bond Count: 13
• Exact Mass: 468.25706209
• Heavy Atom Count: 32
• Complexity: 510

Purity/Quality:

98%,99%, ^*data from raw suppliers

Nonyl b-D-maltopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCOC1C(C(C(C(O1)CO)OC2C(C(C(C(O2)CO)O)O)O)O)O
• Isomeric SMILES: CCCCCCCCCO[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: Nonyl b-D-Maltopyranoside is a non-ionic detergent.

Technology Process of Nonyl 4-O-Alpha-D-Glucopyranosyl-Beta-D-Glucopyranoside

There total 3 articles about Nonyl 4-O-Alpha-D-Glucopyranosyl-Beta-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: 68.0%

nonyl hepta-O-acetyl-β-maltoside → n-nonyl β-D-maltoside (106402-05-5)

Guidance literature:

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

DOI:10.1134/S1070428020100231

Reference yield:

1-nonyl-2,3,6-tri-O-acetyl-4-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-β-D-glucopyranoside → n-nonyl β-D-maltoside (106402-05-5)

Guidance literature:

With water; triethylamine; In methanol; at 20 ℃; for 24h;

Reference yield:

β-maltose octaacetate + nonyl alcohol (143-08-8) → n-nonyl β-D-maltoside (106402-05-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: tin(IV) chloride / dichloromethane / 0.25 h / 0 °C / Inert atmosphere

1.2: 80 h / 0 °C / Inert atmosphere

2.1: triethylamine; water / methanol / 18 h / 20 - 50 °C / Inert atmosphere

With water; tin(IV) chloride; triethylamine; In methanol; dichloromethane;

DOI:10.1134/S1070428020100231

upstream raw materials:

nonyl alcohol

Refernces

• 1、 Li, Zhencao,Chen, Guoyong,Chen, Langqiu,Zhang, Yanhua,Dai, Zhiyong. "Solution Properties of Alkyl β-D-Maltosides". . p. 731 - 742. Retrieved 2019/04/10.