Giganteoside D

Base Information

• Chemical Name: Giganteoside D
• CAS No.: 75026-25-4
• Molecular Formula: C₄₁H₆₆O₁₁
• Molecular Weight: 734.968
• Mol file: 75026-25-4.mol

Synonyms:

Chemical Property of Giganteoside D

Chemical Property:

• Boiling Point: 817.8±65.0 °C(Predicted)
• PSA: 175.37000
• Density: 1.28±0.1 g/cm3(Predicted)
• LogP: 4.54870

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Giganteoside D

There total 34 articles about Giganteoside D 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: 93.2%

3-O-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl oleanolic acid 28-O-α-L-rhamnopyranosyl(1->4)-β-D-glucopyranosyl(1->6)-β-D-glucopyranosyl(1->4)-α-L-rhamnopyranosyl(1-> 4)-β-D-glucopyranosyl(1->6)-β-D-glucopyranoside → β-hederin (75026-25-4,35790-95-5)

Guidance literature:

With ammonium hydroxide; at 100 ℃; for 5h;

DOI:10.1016/j.phytol.2012.01.007

Reference yield: 86.0%

benzyl oleanolate 3-O 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside → oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside (35790-95-5,75026-25-4)

Guidance literature:

benzyl oleanolate 3-O 2,3,4-tri-O-benzoyl-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside; With palladium 10% on activated carbon; hydrogen; In methanol; dichloromethane;

With sodium methylate; In methanol; dichloromethane; at 20 ℃; for 4h;

DOI:10.1016/j.carres.2017.02.010

Reference yield: 58.0%

3-O-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-oleanolic acid 28-O-β-D-xylopyranosyl(1->6)-β-D-glucopyranosyl ester (128717-93-1) → methyl β-D-xylopyranosyl(1->6)-β-D-glucopyranoside (128779-40-8) + oleanolic acid 3-O-α-L-rhamnopyranosyl-(1→2)-α-L-arabinopyranoside (35790-95-5,75026-25-4)

Guidance literature:

With 2,6-dimethylpyridine; lithium iodide; In methanol; for 20h; Heating;

DOI:10.1248/cpb.38.411

upstream raw materials:

3-O-α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl-oleanolic acid 28-O-β-D-xylopyranosyl(1->6)-β-D-glucopyranosyl ester

2,3,4-tri-O-benzoyl-β-L-arabinopyranosyl trichloroacetimidate-⁴C₁

oleanolic acid 3-O-3)-O-α-L-rhamnopyranosyl-(1->2)>-α-L-arabinopyranoside

3-O-<α-L-rhamnopyranosyl(1->2)-α-L-arabinopyranosyl>-28-O-<β-D-glucopyranosyl(1->6)-β-D-glucopyranosyl>oleanolic acid

Downstream raw materials:

L-rhamnose

L-(+)-arabinose

Oleanolic acid

Refernces

• 1、 Wang, Liming,Wang, Zengshang,Su, Sheng,Xing, Ying,Li, Yali,Li, Ming,Liu, Jiangyun,Yang, Shilin. "Synthesis and cytotoxicity of oleanolic acid trisaccharide saponins". . p. 9 - 16. Retrieved 2017/03/10.
• 2、 Cheng, Mao-Sheng,Yan, Mao-Cai,Liu, Yang,Zheng, Li-Gang,Liu, Jiao. "Synthesis of β-hederin and Hederacolchiside A1: Triterpenoid saponins bearing a unique cytotoxicity-inducing disaccharide moiety". . p. 60 - 67. Retrieved 2007/10/03.