Hecameg

Base Information

• Chemical Name: Hecameg
• CAS No.: 115457-83-5
• Molecular Formula: C₁₅H₂₉NO₇
• Molecular Weight: 335.398
• Hs Code.: 29400090
• European Community (EC) Number: 640-547-8
• UNII: 72L66T594H
• DSSTox Substance ID: DTXSID00151107
• Nikkaji Number: J697.400G
• Wikidata: Q27266084
• Mol file: 115457-83-5.mol

Synonyms:6-O-(N-heptylcarbamoyl)methyl-alpha-D-glucopyranoside;6-O-(N-heptylcarbamoyl)methylglucoside;HECAMEG

Chemical Property of Hecameg

Chemical Property:

• Appearance/Colour: white powder
• Vapor Pressure: 2.9E-12mmHg at 25°C
• Melting Point: 103-105 °C
• Refractive Index: 1.513
• Boiling Point: 503.9 °C at 760 mmHg
• PKA: 12.76±0.46(Predicted)
• Flash Point: 258.5 °C
• PSA: 117.48000
• Density: 1.21 g/cm³
• LogP: 0.52790
• Storage Temp.: 2-8°C
• Solubility.: H2O: 10 mg/mL, clear, colorless
• XLogP3: 0.7
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 10
• Exact Mass: 335.19440226
• Heavy Atom Count: 23
• Complexity: 342

Purity/Quality:

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

Methyl-6-O-(n-heptylcarboxyl)-a-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 24/25-36-26

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCCCCCCNC(=O)OCC1C(C(C(C(O1)OC)O)O)O
• Isomeric SMILES: CCCCCCCNC(=O)OC[C@@H]1[C@H]([C@@H]([C@H]([C@H](O1)OC)O)O)O
• Uses: Detergent, primarily for protein purification. Methyl-6-O-(n-heptylcarboxyl)-a-D-glucopyranoside is a very mild surfactant, useful for membrane protein studies.

Technology Process of Hecameg

There total 3 articles about Hecameg 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: 92.0%

N-heptylisocyanate (4747-81-3) + methyl beta-D-glucopyranoside (709-50-2) → Heptyl-carbamic acid (2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-methoxy-tetrahydro-pyran-2-ylmethyl ester (115457-83-5)

Guidance literature:

In pyridine; for 20h; Ambient temperature;

DOI:10.1016/S0040-4039(00)95568-0

Reference yield: 92.0%

N-heptylisocyanate (4747-81-3) + methyl-alpha-D-glucopyranoside (97-30-3) → Hecameg (115457-83-5)

Guidance literature:

In pyridine; for 20h; Ambient temperature;

DOI:10.1016/S0040-4020(01)85430-2

Reference yield:

octanoyl azide (36551-86-7) → Hecameg (115457-83-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / toluene / 2 h / 60 °C

2: 92 percent / pyridine / 20 h / Ambient temperature

In pyridine; toluene;

DOI:10.1016/S0040-4020(01)85430-2

upstream raw materials:

N-heptylisocyanate

methyl-alpha-D-glucopyranoside

octanoyl azide

methyl beta-D-glucopyranoside

Refernces

• 1、 Plusquellec, Daniel,Roulleau, Fabienne,Lefeuvre, Martine,Brown, Eric. "CHIMIE DES SUCRES SANS GROUPEMENTS PROTECTEURS-II REACTIONS SELECTIVES D'ADDITION DU D-GLUCOSE, DU D-GALACTOSE ET DE D-GLYCOSYLAMINES A DES HETEROCUMULENES". . p. 465 - 474. Retrieved 2007/10/02.