71869-12-0

Basic information

• Product Name: glucopyranosyl retinoate
• Synonyms: glucopyranosyl retinoate
• CAS NO: 71869-12-0
• Molecular Formula: C₂₆H₃₈O₇
• Molecular Weight: 462.58
• Mol File: 71869-12-0.mol

Chemical Properties

• Boiling Point: 636.6°C at 760 mmHg
• Flash Point: 207.5°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 6.93E-19mmHg at 25°C
• Refractive Index: 1.572
• CAS DataBase Reference: glucopyranosyl retinoate(CAS DataBase Reference)
• NIST Chemistry Reference: glucopyranosyl retinoate(71869-12-0)
• EPA Substance Registry System: glucopyranosyl retinoate(71869-12-0)

Safety Data

• Hazardous Substances Data: 71869-12-0(Hazardous Substances Data)

Usage

InChI:InChI=1/C26H38O7/c1-16(11-12-19-18(3)10-7-13-26(19,4)5)8-6-9-17(2)14-21(28)33-25-24(31)23(30)22(29)20(15-27)32-25/h6,8-9,11-12,14,20,22-25,27,29-31H,7,10,13,15H2,1-5H3/b9-6+,12-11+,16-8-,17-14-/t20-,22-,23+,24-,25?/m1/s1

Upstream product

• 492-61-5 β-D-glucose 
• 61319-45-7 N-(all-trans-Retinoyl)-imidazole 
• 73880-09-8 all-trans-retinoic acid-2,3,4,6-tetra-O-acetyl-β-D-glucopyranosylester 
• 302-79-4 all-trans-retinoic-acid 

Relevant articles and documents

Convenient Synthesis of Biologically Important Retinoids

The toxic and teratogenic effects caused by the highly biologically active (all-E)-retinoic acid and its derivatives prompted us to synthesize a number of retinoids.We developed synthetic approaches to (all-E)-retinyl-β-D-glucuronide 3, methyl (retinoyl β

Preparation of retinyl glycosides and intermediates therefor

A process for preparing retinyl glycosides of the formula I STR1 where Z is a glycosidic residue, by glycosidation of a completely acylated carbohydrate or completely acylated glycosidic polymer of the formula II where Y is a leaving group customary for glycosidations in the 1-position of the glycoside, comprises the acylated glycoside being reacted with an aldehyde-protected 4-hydroxy-2-methyl-2-buten-1-al under the conditions customary for glycosidations, eliminating the aldehyde protective group from the resulting compound, subjecting the resulting aldehyde to a Wittig reaction with a β-ionylideneethyltriphenylphosphonium salt and eliminating the acyl groups on the resulting retinyl glycoside in a conventional manner. The process according to the invention is particularly important for preparing retinyl glycosides of the formula Ia STR2 where R is --CH2 --OH, --COOH or --COOCH3. Intermediates of this process are also claimed.

27. Carotinoid-Glycosylester. Synthese von 8'-Apo-β-carotin-8'-saure-(β-D-glucosyl)ester und Vitamin-A-saure-(β-D-glucosyl)ester

β-D-glucosyl 8'-apo-β-carotene-8'-oate (III) and β-D-glucosyl vitamin-A-oate (VI) were regio- and stereoselctively synthesized in high yields from the N-acyl-imidazoles I and IV, respectively, or from the N-acyltriazoles II and V, resprctively, and unprotected β-D-glucose, according to the method described for the synthesis of di(β-D-glucosyl) 8,8'-diapo-carotene8,8'-dioate .It seems that this method can generally be applied for the synthesis of β-D-glucosyl esters of polyene carboxylic acids.