14260-99-2

Basic information

• Product Name: (1S)-1α-(β-D-Glucopyranosyloxy)-5β-hydroxy-7-(acetoxymethyl)-1,4aα,5,7aα-tetrahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester
• Synonyms: (1S)-1α-(β-D-Glucopyranosyloxy)-5β-hydroxy-7-(acetoxymethyl)-1,4aα,5,7aα-tetrahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester;(1S)-7-(Acetoxymethyl)-1α-(β-D-glucopyranosyloxy)-1,4aα,5,7aα-tetrahydro-5β-hydroxycyclopenta[c]pyran-4-carboxylic acid methyl ester;(1S,4aα,7aα)-7-[(Acetyloxy)methyl]-1α-(β-D-glucopyranosyloxy)-1,4a,5,7a-tetrahydro-5β-hydroxycyclopenta[c]pyran-4-carboxylic acid methyl ester;Asperulosidic acid methyl ester;Daphylloside;Methyl asperulosidic acid
• CAS NO: 14260-99-2
• Molecular Formula: C₁₉H₂₆O₁₂
• Molecular Weight: 446.40254
• Mol File: 14260-99-2.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 678.343°C at 760 mmHg
• Flash Point: 237.737°C
• Appearance: /
• Density: 1.552g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.61
• CAS DataBase Reference: (1S)-1α-(β-D-Glucopyranosyloxy)-5β-hydroxy-7-(acetoxymethyl)-1,4aα,5,7aα-tetrahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (1S)-1α-(β-D-Glucopyranosyloxy)-5β-hydroxy-7-(acetoxymethyl)-1,4aα,5,7aα-tetrahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester(14260-99-2)
• EPA Substance Registry System: (1S)-1α-(β-D-Glucopyranosyloxy)-5β-hydroxy-7-(acetoxymethyl)-1,4aα,5,7aα-tetrahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester(14260-99-2)

Safety Data

• Hazardous Substances Data: 14260-99-2(Hazardous Substances Data)

Usage

Uses

Daphylloside, is an iridoid isolated from the aerial parts of Galium verum.

InChI:InChI=1/C19H26O12/c1-7(21)28-5-8-3-10(22)13-9(17(26)27-2)6-29-18(12(8)13)31-19-16(25)15(24)14(23)11(4-20)30-19/h3,6,10-16,18-20,22-25H,4-5H2,1-2H3/t10-,11+,12+,13-,14+,15-,16+,18-,19-/m0/s1

Synthetic route

asperuloside (14259-45-1) + sodium methylate (124-41-4) → asperulosidic acid methyl ester (14260-99-2) + V3 iridoid

Conditions	Yield
In methanol at -30℃; for 0.5h;	A 800 mg B 25 mg

Upstream product

• 14259-45-1 asperuloside 
• 124-41-4 sodium methylate 

Relevant articles and documents

IRIDOID GLYCOSIDES FROM GALIUM VERUM

From the aerial parts of Galium verum in flower, asperuloside and V1 iridoid were isolated.From the mother liquor obtained on recrystallization of asperuloside, V3 iridoid and daphylloside were also obtained. - Key Word Index: Galium verum; Rubiaceae; iridoid glycosides; p-hydroxyphenylpropionyloxy group; 3,4-dihydro-3-methoxy-asperuloside.