RUTINOSE HEPTAACETATE

Base Information

• Chemical Name: RUTINOSE HEPTAACETATE
• CAS No.: 29202-64-0
• Molecular Formula: C26H36 O17
• Molecular Weight: 620.55
• Hs Code.: 29329990
• Mol file: 29202-64-0.mol

Synonyms:D-Glucose,6-O-(2,3,4-tri-O-acetyl-6-deoxy-a-L-mannopyranosyl)-, tetraacetate; Rutinose, heptaacetate (6CI,8CI);Heptaacetylrutinose

Chemical Property of RUTINOSE HEPTAACETATE

Chemical Property:

• Melting Point: 168-171°C
• Refractive Index: 1.504
• PSA: 219.63000
• LogP: -0.53140
• Storage Temp.: -20°C Freezer, Under inert atmosphere
• Solubility.: Chloroform (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

Hepta-O-acetylrutinose ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Rutinose Heptaacetate is a derivative of Rutin (R701800) which is gound in many plants, especially the buckwheat plant.

Technology Process of RUTINOSE HEPTAACETATE

There total 7 articles about RUTINOSE HEPTAACETATE 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: 97.0%

rutinose (26184-96-3,552-74-9,47235-47-2,56906-86-6,56942-81-5,59246-67-2,68398-81-2,68567-48-6,68567-49-7,75828-90-9) + acetic anhydride (108-24-7) → Neryl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-6-O-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside (5239-09-8,17073-40-4,29202-64-0,59684-89-8,62075-51-8,68398-82-3,70613-83-1,75828-89-6)

Guidance literature:

In pyridine; at 20 ℃;

Reference yield: 85.0%

1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose (37074-90-1) + Acetic acid (3aR,5S,6S,7R,7aR)-6-acetoxy-2-ethylsulfanyl-2,5-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester (75512-98-0) → Neryl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-6-O-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside (5239-09-8,17073-40-4,29202-64-0,59684-89-8,62075-51-8,68398-82-3,70613-83-1,75828-89-6)

Guidance literature:

With 2,4,6-trimethyl-pyridine; triphenylmethyl perchlorate; In dichloromethane;

DOI:10.1016/S0008-6215(00)84672-8

Reference yield:

rutin (153-18-4) → Neryl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-6-O-deoxy-α-L-mannopyranosyl)-β-D-glucopyranoside (5239-09-8,17073-40-4,29202-64-0,59684-89-8,62075-51-8,68398-82-3,70613-83-1,75828-89-6)

Guidance literature:

With acetic acid; Multistep reaction; 1.) reflux, 2 h; 2.) H₂O;

DOI:10.1016/0031-9422(82)83034-3

upstream raw materials:

1,2,3,4-tetra-O-acetyl-6-O-trityl-β-D-glucopyranose

Acetic acid (3aR,5S,6S,7R,7aR)-6-acetoxy-2-ethylsulfanyl-2,5-dimethyl-tetrahydro-[1,3]dioxolo[4,5-b]pyran-7-yl ester

rutin

acetic anhydride

Downstream raw materials:

(R,S)-linalyl 6-O-α-L-rhamnopyranosyl-β-D-glucopyranoside

(R,S)-α-terpinyl 6-O-(α-L-rhamnopyranosyl)-β-D-glucopyranoside

Acetic acid (2S,3R,4S,5R,6R)-4,5-diacetoxy-2-[1-methyl-1-(4-methyl-cyclohex-3-enyl)-ethoxy]-6-((2R,3R,4R,5S,6S)-3,4,5-triacetoxy-6-methyl-tetrahydro-pyran-2-yloxymethyl)-tetrahydro-pyran-3-yl ester

benzyl 2,3,4-tri-O-acetyl-6-O-(2,3,4-tri-O-acetyl-α-L-rhamnopyranosyl)-β-D-glucopyranoside

Refernces

• 1、 Williams, Patrick J.,Strauss, Christopher R.,Wilson, Bevan,Massy-Westropp, Ralph A.. "NOVEL MONOTERPENE DISACCHARIDE GLYCOSIDES OF VITIS VINIFERA GRAPES AND WINES". . p. 2013 - 2020. Retrieved 2007/10/02.