6892-79-1

Basic information

• Product Name: FOLIENETRIOL
• Synonyms: FOLIENETRIOL;betulafolientriol;(20S)-5α-Dammar-24-ene-3α,12β,20-triol;20S-Betulafolienetriol;Betulafolienetriol;Dammar-24-ene-3α,12β,20-triol;Folientriol
• CAS NO: 6892-79-1
• Molecular Formula: C₃₀H₅₂O₃
• Molecular Weight: 460.73
• Mol File: 6892-79-1.mol
• Article Data: 6

Chemical Properties

• Boiling Point: 559.5 °C at 760 mmHg
• Flash Point: 226.1 °C
• Appearance: /
• Density: 1.036 g/cm³
• Vapor Pressure: 7.57E-15mmHg at 25°C
• Refractive Index: 1.528
• CAS DataBase Reference: FOLIENETRIOL(CAS DataBase Reference)
• NIST Chemistry Reference: FOLIENETRIOL(6892-79-1)
• EPA Substance Registry System: FOLIENETRIOL(6892-79-1)

Safety Data

• Hazardous Substances Data: 6892-79-1(Hazardous Substances Data)

Usage

General Description

Folienetriol is a type of surfactant or wetting agent that is commonly used in the production of agricultural adjuvants, which are additives designed to enhance the performance of pesticides, herbicides, and other crop protection products. It is a non-ionic polyol compound containing three hydroxyl groups, and it is known for its ability to reduce the surface tension of liquids, making it easier for them to spread and adhere to plant surfaces. Folienetriol is also used as a dispersant and emulsifier in various industrial applications, such as in the formulation of paints, coatings, and cleaning products. Its properties make it valuable for improving the effectiveness and efficiency of a wide range of agricultural and industrial chemical products.

InChI:InChI=1/C30H52O3/c1-19(2)10-9-14-30(8,33)20-11-16-29(7)25(20)21(31)18-23-27(5)15-13-24(32)26(3,4)22(27)12-17-28(23,29)6/h10,20-25,31-33H,9,11-18H2,1-8H3/t20-,21+,22?,23+,24+,25-,27-,28+,29-,30-/m0/s1

Upstream product

• 51116-90-6 12-β-O-hydroxy-20(S)-hydroxydammarane-24-ene-3-one 
• 1268481-62-4 (20S)-protopanaxadiol 3-O-(6-O-malonyl-β-D-glucopyranosyl-(1->2)-β-D-glucopyranoside) 20-O-β-D-xylopyranosyl-(1->3)-β-D-glucopyranosyl-(1->6)-β-D-glucopyranoside 
• 52705-93-8 ginsenoside Rd 
• 11021-13-9 ginsenoside Rb₂ 
• 14197-60-5 ginsenoside Rg₃ 

Downstream Products

• 51116-90-6 12β,20(S)-Dammar-24-en-3-one 
• 51116-90-6 12-β-O-hydroxy-20(S)-hydroxydammarane-24-ene-3-one 
• 6892-79-1 protopanaxadiol 
• 67400-17-3 ginsenoside Rh₂ 
• 14197-60-5 ginsenoside Rg₃ 
• 62025-49-4 ginsenoside F₂ 
• 20078-65-3 (14R)-dodecahydro-17-((S)-2-hydroxy-6-methylhept-5-en-2-yl)-4,4,8,10,14-pentamethyl-2H-cyclopenta[a]phenanthrene-3,12(4H,14H)-dione 
• 51116-90-6 12β,20(S)-dihydroxydammar-24-en-3-one 
• 19667-12-0 20-hydroxy-3,12-dioxo-25,26,27-trinor-dammaran-24-oic acid-lactone 

Relevant articles and documents

Isolation and characterization of a new ginsenoside from the fresh root of panax ginseng

A new saponin, malonylginsenoside Ra3, was isolated from the fresh root of Panax ginseng, along with four known ginsenosides. The new compound was identified as (20S)-protopanaxadiol-3-O-(6-O-malonyl-ss-D-glucopyranosyl(1- 2)-ss-D-glucopyranoside -20-O-ss-D-xylopyranosyl(1?3)-ss-D- glucopyranosyl(1?6)-ss-D-glucopyranoside on the basis of extensive 1D and 2D NMR as well as HRESI-MS spectroscopic data analysis. Copyright

Synthesis of 3β,20S-dihydroxydammar-24-en-12-one 3,20-DI-O-β-D- glucopyranoside (chikusetsusaponin-LT8), a glycoside from Panax japonicus

A method for preparative production of 3β,20S-dihydroxydammar-24-en- 12-one 3,20-di-O-β-D-glucopyranoside (1), a glycoside from Panax japonicus, chikusetsusaponin-LT8 was developed. Chemical transformation of betulafolientriol, a component of Betula leaves extract, produced the 12-keto-20S-protopanaxadiol (3β,20S-dihydroxydammar-24-en-12-one) (2), exhaustive glycosylation of which by 2,3,4,6-tetra-O-acetyl-α-D- glucopyranosylbromide (3) under Koenigs - Knorr reaction conditions with subsequent removal of protecting groups formed 3β,20S-dihydroxydammar-24- en-12-one3,20-di-Q-β-D-glucopyranoside (1). The principal glycosylation product was 3β,20S-dihydroxydammar-24-en-12-one 3-O-β-D- glucopyranoside if equimolar amounts of (2) and (3) were used. 2006 Springer Science+Business Media, Inc.

SEMISYNTHETIC ANALOGUES OF GINSENOSIDES, GLYCOSIDES FROM GINSENG

Glycosylation of the dammar-24-ene-3,12β,20(S)-triols with 2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl bromide (A) in the presence of silver oxide in dichloromethane gives a mixture of the acetylated 3-, 12-, 20-, 3,12-di-, and 3,20-di-O-β-D-glucopyranosyl derivatives in a total yield of 83-84.5percent.Under similar conditions, the 3-O-acetyl derivatives of dammar-24-ene-3,12β,20(S)-triols give a mixture of 12- and 20-O-β-D-glucopyranosyl derivatives.Condensation of betulafolienetriol both with the glycosyl bromide A in the presence of mercuric cyanide in nitromethane and with 3,4,6,-tri-O-acetyl-β-D-glucopyranose 1,2-(tert-butyl ortoacetate) in the presence of 2,4,6-trimethyl-pyridinium perchlorate in chlorobenzene under azeotropic distillation results in dehydration and 20-dehydroxyglucosides are formed.