ALLYL ALPHA-D-GALACTOPYRANOSIDE

Base Information

• Chemical Name: ALLYL ALPHA-D-GALACTOPYRANOSIDE
• CAS No.: 48149-72-0
• Molecular Formula: C9H16O6
• Molecular Weight: 220.222
• Hs Code.: 29400090
• Mol file: 48149-72-0.mol

Synonyms:Allyl a-D-galactopyranoside;2-Propenyl a-D-galactoside;a-D-Galactopyranoside, 2-propenyl(9CI);2-Propenyl a-D-galactopyranoside;

Chemical Property of ALLYL ALPHA-D-GALACTOPYRANOSIDE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 141-145 °C(lit.)
• Refractive Index: 1.55
• Boiling Point: 415.039 °C at 760 mmHg
• PKA: 13.01±0.70(Predicted)
• Flash Point: 204.808 °C
• PSA: 99.38000
• Density: 1.376 g/cm³
• LogP: -2.01110
• Storage Temp.: 2-8°C
• Solubility.: Methanol (Slightly), Water (Slightly)

Purity/Quality:

98%, ^*data from raw suppliers

Allyl a-D-galactopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Allyl-α-D-galactopyranoside can be used as a useful synthetic intermediate for oligosaccharide synthesis.

Technology Process of ALLYL ALPHA-D-GALACTOPYRANOSIDE

There total 44 articles about ALLYL ALPHA-D-GALACTOPYRANOSIDE 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: 99.0%

Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester (10343-15-4,39698-55-0,54400-76-9,78730-32-2,119111-31-8,119111-32-9) → allyl β-D-glucopyranoside (2595-07-5,7464-56-4,34384-79-7,41308-76-3,48149-72-0,48149-74-2,85249-43-0,119479-69-5,821794-45-0)

Guidance literature:

With ammonium hydroxide; In methanol; for 19h; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201701238

Reference yield: 95.0%

allyl 2,3,4,6-tetra-O-benzoyl-β-D-glucopyranoside → allyl β-D-glucopyranoside (2595-07-5,7464-56-4,34384-79-7,41308-76-3,48149-72-0,48149-74-2,85249-43-0,119479-69-5,821794-45-0)

Guidance literature:

With sodium methylate; In methanol; Inert atmosphere;

DOI:10.1021/acs.joc.0c01404

Reference yield: 85.0%

D-Galactose (10257-28-0) + allyl alcohol (107-18-6) → allyl D-galactopyranoside (2595-07-5,7464-56-4,34384-79-7,41308-76-3,48149-72-0,48149-74-2,85249-43-0,119479-69-5,821794-45-0)

Guidance literature:

allyl alcohol; With acetyl chloride; at 0 ℃; for 0.5h; Inert atmosphere;

D-Galactose; at 25 - 80 ℃; Inert atmosphere;

DOI:10.1039/d0ob02176h

upstream raw materials:

D-Galactose

allyl alcohol

D-Galactose-dibenzyldithioacetal

allyl 2,3,4,6-tetra-O-acetyl-D-galactopyranoside

Downstream raw materials:

allyl O-(3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

allyl O-(2-azido-3,4,6-tri-O-benzyl-2-deoxy-β-D-mannopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

allyl O-(2-O-acetyl-3,4,6-tri-O-benzyl-β-D-glucopyranosyl)-(1->4)-2,3,6-tri-O-benzyl-α-D-galactopyranoside

1-allyl-2,3,4,6-tetra-O-benzyl-β-D-glucopyranoside

Refernces

• 1、 Beshr, Ghamdan,Sikandar, Asfandyar,Jemiller, Eva-Maria,Klymiuk, Nikolai,Hauck, Dirk,Wagner, Stefanie,Wolf, Eckhard,Koehnke, Jesko,Titz, Alexander. "Photorhabdus luminescens lectin A (PllA): A new probe for detecting -galactoside–terminating glycoconjugates". . p. 19935 - 19951. Retrieved 2017.
• 2、 Mishra, Bijoyananda,Manmode, Sujit,Walke, Gulab,Chakraborty, Saptashwa,Neralkar, Mahesh,Hotha, Srinivas. "Synthesis of the hyper-branched core tetrasaccharide motif of chloroviruses". . p. 1315 - 1328. Retrieved 2021/02/26.
• 3、 Ardá, Ana,Blériot, Yves,Bordes, Alexandra,Désiré, Jér?me,Franconetti, Antonio,Guillard, Jer?me,Jiménez-Barbero, Jesús,Ménand, Micka?l,Perrin, Flavie,Poveda, Ana,Sollogoub, Matthieu,Tripier, Rapha?l,Troadec, Thibault. "Synthesis, Conformational Analysis, and Complexation Study of an Iminosugar-Aza-Crown, a Sweet Chiral Cyclam Analog". supporting information. . Retrieved 2020/03/26.