Phenylmaltotrioside

Base Information

• Chemical Name: Phenylmaltotrioside
• CAS No.: 63538-05-6
• Molecular Formula: C₂₄H₃₆O₁₆
• Molecular Weight: 580.54
• Mol file: 63538-05-6.mol

Synonyms:(2R,3R,4S,5S,6R)-2-[(2R,3S,4R,5R,6R)-6-((2R,3S,4R,5R,6S)-4,5-Dihydroxy-2-hydroxymethyl-6-phenoxy-tetrahydro-pyran-3-yloxy)-4,5-dihydroxy-2-hydroxymethyl-tetrahydro-pyran-3-yloxy]-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol;

Chemical Property of Phenylmaltotrioside

Chemical Property:

• Boiling Point: 901.3°Cat760mmHg
• Flash Point: 498.9°C
• PSA: 257.68000
• Density: 1.67g/cm³
• LogP: -5.48630

Purity/Quality:

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

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of Phenylmaltotrioside

There total 2 articles about Phenylmaltotrioside 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:

Phenyl-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-D-glucopyranosid (99746-04-0) → Phenyl-O-(α-D-glucopyranosyl)-(1->4)-(α-D-glucopyranosyl)-(1->4)-D-glucopyranosid (63538-05-6) + Phenyl-O-(α-D-glucopyranosyl)-(1->4)-(α-D-glucopyranosyl)-(1->4)-D-glucopyranosid (39026-60-3)

Guidance literature:

With sodium methylate; In methanol; for 12h; Yield given. Yields of byproduct given. Title compound not separated from byproducts;

DOI:10.1002/jlac.198319831106

Reference yield:

→ Phenyl-O-(α-D-glucopyranosyl)-(1->4)-(α-D-glucopyranosyl)-(1->4)-D-glucopyranosid (63538-05-6)

Guidance literature:

entspr. Deca-acetat, MeONa;

DOI:10.1016/S0008-6215(00)83215-2

upstream raw materials:

Phenyl-O-(2,3,4,6-tetra-O-acetyl-α-D-glucopyranosyl)-(1->4)-(2,3,6-tri-O-acetyl-α-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-acetyl-D-glucopyranosid

Refernces

α-Glucosidases inhibitors. II

10.1002/jlac.198319831106

The research focuses on the synthesis of modified maltooligosaccharides, specifically targeting the 4"-amino-4",6"-dideoxymaltooligosaccharide derivative 5, which is the O-protected terminal trisaccharide unit of acarbose—an α-glucosidase inhibitor used in the treatment of metabolic disorders. The study developed two independent pathways for the synthesis of the benzyl-protected trisaccharide block 5. The first method involved glycosidic linkage between activated viosamine derivatives and 4'-unprotected maltose, while the second method focused on the direct transformation of the 4",6"-hydroxyl groups of maltotriose. Key chemicals used in the synthesis process include 4-azido-4,6-dideoxyglucose, trichloroacetimidate, phenylmaltotrioside, and various protecting groups such as benzyl and acetyl groups. The conclusions of the research detailed the successful synthesis of the desired trisaccharide units and their derivatives, which could potentially contribute to the development of more effective α-glucosidase inhibitors.

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