3-Phenyl-2-propenyl beta-D-glucopyranoside

Base Information

• Chemical Name: 3-Phenyl-2-propenyl beta-D-glucopyranoside
• CAS No.: 69306-80-5
• Molecular Formula: C15H20O6
• Molecular Weight: 296.32
• Mol file: 69306-80-5.mol

Synonyms:3-Phenyl-2-propenyl beta-D-glucopyranoside

Chemical Property of 3-Phenyl-2-propenyl beta-D-glucopyranoside

Chemical Property:

• PSA: 99.38000
• Density: 1.36
• LogP: -0.48370

Purity/Quality:

99% ^*data from raw suppliers

3-Phenyl-2-propenylbeta-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-Phenyl-2-propenyl beta-D-glucopyranoside

There total 4 articles about 3-Phenyl-2-propenyl 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:

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol (85026-55-7) → D-Glucose (2280-44-6) + (Z)-cinnamyl alcohol (4510-34-3) + (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-((Z)-3-phenyl-allyloxy)-tetrahydro-pyran-3,4,5-triol (34047-83-1,69306-80-5,85026-55-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 0.5h;

DOI:10.1007/BF00579423

Reference yield:

cinnamylalcohol 9-O-(6'-O-α-L-arabinofuranosyl)-β-D-glucopyranoside (84954-93-8) → L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + (Z)-cinnamyl alcohol (4510-34-3) + (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-((Z)-3-phenyl-allyloxy)-tetrahydro-pyran-3,4,5-triol (34047-83-1,69306-80-5,85026-55-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 0.25h; Further byproducts given;

DOI:10.1007/BF00579423

Reference yield:

cinnamyl 6-O-(α-L-arabinopyranosyl)-β-D-glucopyranoside (84954-92-7) → L-(+)-arabinose (87-72-9,608-45-7,608-46-8,608-47-9,2460-44-8,6748-95-4,6763-34-4,7261-26-9,7283-06-9,7283-07-0,7296-55-1,7296-56-2,7296-58-4,7296-59-5,7296-60-8,7296-61-9,7296-62-0,7322-30-7,10257-31-5,10257-32-6,10257-33-7,10257-34-8,10257-35-9,19982-83-3,20242-88-0,28697-53-2,36562-42-2,41546-41-2,89299-64-9,107655-34-5,115794-06-4,115794-07-5,130550-15-1,130606-21-2) + (Z)-cinnamyl alcohol (4510-34-3) + (2R,3S,4S,5R,6R)-2-Hydroxymethyl-6-((Z)-3-phenyl-allyloxy)-tetrahydro-pyran-3,4,5-triol (34047-83-1,69306-80-5,85026-55-7) + (2E)-3-phenyl-2-propen-1-ol (4407-36-7)

Guidance literature:

With hydrogenchloride; at 100 ℃; for 0.5h; Further byproducts given;

DOI:10.1007/BF00579423

upstream raw materials:

cinnamylalcohol 9-O-(6'-O-α-L-arabinofuranosyl)-β-D-glucopyranoside

cinnamyl 6-O-(α-L-arabinopyranosyl)-β-D-glucopyranoside

(2R,3S,4S,5R,6R)-2-(hydroxymethyl)-6-[(E)-3-phenylprop-2-enoxy]oxane-3,4,5-triol

Downstream raw materials:

D-Glucose

(Z)-cinnamyl alcohol

Refernces

• 1、 Zapesochnaya, G. G.,Kurkin, V. A.. "GLYCOSIDES OF CINNAMYL ALCOHOL FROM THE RHIZOMES OF Rhodiola rosea". . p. 685 - 688. Retrieved 2007/10/02.