3-Hexenyl-beta-glucopyranoside

Base Information

• Chemical Name: 3-Hexenyl-beta-glucopyranoside
• CAS No.: 95632-87-4
• Molecular Formula: C12H22 O6
• Molecular Weight: 262.303
• Nikkaji Number: J468.945C
• Wikidata: Q105203849
• Metabolomics Workbench ID: 127002
• ChEMBL ID: CHEMBL2152486
• Mol file: 95632-87-4.mol

Synonyms:3-hexenyl-beta-D-glucopyranoside;3-hexenyl-beta-glucopyranoside

Chemical Property of 3-Hexenyl-beta-glucopyranoside

Chemical Property:

• Vapor Pressure: 1.24E-09mmHg at 25°C
• Boiling Point: 441.1°C at 760 mmHg
• Flash Point: 220.6°C
• PSA: 99.38000
• Density: 1.26g/cm³
• LogP: -0.84080
• XLogP3: -0.4
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 6
• Exact Mass: 262.14163842
• Heavy Atom Count: 18
• Complexity: 257

Purity/Quality:

95% ^*data from raw suppliers

(Z)-3-Hexen-1-yl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCC=CCCOC1C(C(C(C(O1)CO)O)O)O
• Isomeric SMILES: CC/C=C/CCO[C@H]1[C@@H]([C@H]([C@@H]([C@H](O1)CO)O)O)O

Technology Process of 3-Hexenyl-beta-glucopyranoside

There total 9 articles about 3-Hexenyl-beta-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: 17.0%

D-Glucose (2280-44-6) + (Z)-3-Hexen-1-ol (928-96-1) → (2R,3R,4S,5S,6R)-2-[((Z)-Hex-3-enyl)oxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (95632-87-4)

Guidance literature:

With immobilized β-glucosidase; In water; at 50 ℃; for 168h;

DOI:10.3987/COM-05-10474

Reference yield:

C20H30O10 → (Z)-3-hexenyl glucoside (95632-87-4)

Guidance literature:

With Amberlite IR₁₂₀Na; at 20 ℃; for 5h;

Reference yield:

(Z)-3-hexenyl-(tetra-O-acetyl)-β-D-glucopyranoside → (2R,3R,4S,5S,6R)-2-[((Z)-Hex-3-enyl)oxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (95632-87-4)

Guidance literature:

DOI:10.1016/0008-6215(96)00011-0

upstream raw materials:

(Z)-3-Hexen-1-ol

D-glucose

2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide

D-Glucose

Downstream raw materials:

(Z)-3-hexenyl 6-O-β-D-xylopyranosyl-β-D-glucopyranoside

(Z)-3-hexenyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-rhamnopyranosyl-(1->6)-β-D-glucopyranoside

(Z)-3-hexenyl 2,3,4,2',3',4'-O-hexabenzoyl-α-L-arabinopyranosyl-(1->6)-β-D-glucopyranoside

(Z)-3-hexenyl 2,3,4,2',3',4'-O-hexabenzoyl-β-D-xylopyranosyl-(1->6)-β-D-glucopyranoside

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