(4R)-13-[[2-O-(β-D-Glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy]kaur-16-en-18-oic acid 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester

Base Information

• Chemical Name: (4R)-13-[[2-O-(β-D-Glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy]kaur-16-en-18-oic acid 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester
• CAS No.: 63279-13-0
• Molecular Formula: C50H80 O28
• Molecular Weight: 1129.15000
• Mol file: 63279-13-0.mol

Synonyms:RebaudiosideD

Chemical Property of (4R)-13-[[2-O-(β-D-Glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy]kaur-16-en-18-oic acid 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester

Chemical Property:

• Melting Point: >243°C (dec.)
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: DMSO (Slightly), Methanol (Slightly), Water (Slightly)

Purity/Quality:

98% ^*data from raw suppliers

Rebaudioside D ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: Rebaudioside D, a glycoside of the diterpene steviol is a minor constituent found in leaves of Stevia rebaudiana. It is considered non-caloric and is about 200–220 times sweeter than sucrose.Rebaudioside D is a natural non-caloric sweetener. It is a steviol glycoside that has been found in S. rebaudiana leaves. Rebaudioside D, similarly to rebaudioside A and rebaudioside C, is metabolized by gut microbiota to steviol, a compound whose safety is widely studied.
• Uses: Rebaudioside D is a steviol glycoside used as a nutritive sweetener and may be used as a replacement for sugar in foods and beverages. Useful in the treatment of blood glucose sensitive diseases such as diabetes, high blood pressure, and obesity.It may be used as internal standard to optimize the desorption electrospray ionization (DESI) mass spectrometry during the analysis of Stevia leaves for diterpene glycosides.

Technology Process of (4R)-13-[[2-O-(β-D-Glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy]kaur-16-en-18-oic acid 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester

There total 19 articles about (4R)-13-[[2-O-(β-D-Glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl]oxy]kaur-16-en-18-oic acid 2-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester 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: 75.0%

C84H114O45 → rebaudioside D (63279-13-0)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 2h; Reagent/catalyst;

Reference yield: 50.2%

sophorose (20880-64-2) + rebaudioside B (58543-17-2) → rebaudioside D (63279-13-0)

Guidance literature:

With cutinase from Thermobifida fusca; In methanol; aq. phosphate buffer; at 55 - 70 ℃; for 12h; Solvent; Temperature; Time;

Reference yield:

13-[(2-O-β-D-glucopyranosyl-3-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-ent-kaur-16-en-19-oic acid [(2-O-β-D-glucopyranosyl-6-O-β-D-glucopyranosyl-β-D-glucopyranosyl) ester] → rebaudioside D (63279-13-0)

Guidance literature:

With isolase; In aq. acetate buffer; at 30 ℃; for 3.3h; Enzymatic reaction;

upstream raw materials:

13-O-β-D-glucopyranosyl-19-O-β-D-glucopyranosylsteviol

UDP-glucose

stevioside

rebaudioside A

Downstream raw materials:

13-[(2-O-(β-D-glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl)oxy]ent-kaur-16-en-19-oic acid 2-O-(β-D-glucopyranosyl)-3-O-(β-D-glucopyranosyl)-β-D-glucopyranosyl ester

Refernces

• 1、 Qiao, Zhi,Liu, Hui,Sui, Jing-Jing,Liao, Jin-Xi,Tu, Yuan-Hong,Schmidt, Richard R.,Sun, Jian-Song. "Diversity-Oriented Synthesis of Steviol Glycosides". . p. 11480 - 11492. Retrieved 2018/09/25.
• 2、 -. "PRODUCTION OF STEVIOL GLYCOSIDES IN RECOMBINANT HOSTS". Paragraph 0052; 00196. . Retrieved 2016/08/23.