aucubigenin

Base Information

• Chemical Name: aucubigenin
• CAS No.: 64274-28-8
• Molecular Formula: C₉H₁₂O₄
• Molecular Weight: 184.192
• Hs Code.: 2932999099
• Mol file: 64274-28-8.mol

Synonyms:Cyclopenta[c]pyran-1,5-diol,1,4a,5,7a-tetrahydro-7-(hydroxymethyl)-, [1R-(1a,4aa,5a,7aa)]-; Aucubigenin; Aucubin aglycon

Chemical Property of aucubigenin

Chemical Property:

• Vapor Pressure: 1.07E-09mmHg at 25°C
• Melting Point: 110-111 °C(Solv: ethyl acetate (141-78-6))
• Boiling Point: 442.7°C at 760 mmHg
• PKA: 12.23±0.60(Predicted)
• Flash Point: 221.5°C
• PSA: 69.92000
• Density: 1.429g/cm³
• LogP: -0.62570

Purity/Quality:

98.5% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of aucubigenin

There total 7 articles about aucubigenin 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: 96.0%

aucubin (479-98-1) → aucubigenin (64274-28-8)

Guidance literature:

With β-glucosidase; In water; at 36 ℃; for 2h;

DOI:10.1016/S0031-9422(00)81711-2

Reference yield:

aucubin (479-98-1,82535-77-1) → aucubigenin (64274-28-8) + aucubigenin

Guidance literature:

With β-glucosidase; In water; at 37 ℃; for 4h; Overall yield = 91 %; Enzymatic reaction;

DOI:10.1039/c4ra12141d

Reference yield:

Aucubine (479-98-1,82535-77-1) → (1R,4aR,7aS)-7-Hydroxymethyl-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-1,5-diol (64274-28-8)

Guidance literature:

With β-glucosidase; In water; at 37 ℃; for 120h; pH 5.3;

upstream raw materials:

aucubin

aucubin

Aucubine

aucubin

Refernces

• 1、 Bonini, Carlo,Iavarone, Carlo,Trogolo, Corrado,Fabio, Romano, Di. "One-Pot Conversion of 6-Hydroxy-Δ7-iridoid Glucosides into cis-2-Oxabicyclooct-7-enes and Transformation into Corey's Lactone Analogue". . p. 958 - 961. Retrieved 1985.
• 2、 Li, Yang,Zhao, Ye,Zhang, Yong-min,Wang, Min-juan,Sun, Wen-ji. "X-ray crystal structure of iridoid glucoside aucubin and its aglycone". . p. 2270 - 2273. Retrieved 2009.
• 3、 Markovi, Dean,Barboux, Cdric,Salle De Chou, Ys,Bettach, Judith,Grougnet, Raphal,Deguin, Brigitte. "Centrifugal partition chromatography: An efficient tool to access highly polar and unstable synthetic compounds on a large scale". . p. 63254 - 63259. Retrieved 2015/02/19.