ALLYL-BETA-D-GLUCOPYRANOSIDE

Base Information

• Chemical Name: ALLYL-BETA-D-GLUCOPYRANOSIDE
• CAS No.: 34384-79-7
• Molecular Formula: C₉H₁₆O₆
• Molecular Weight: 220.222
• Hs Code.: 2932999099
• Mol file: 34384-79-7.mol

Synonyms:Glucopyranoside,allyl (7CI); Glucopyranoside, allyl, b-D- (8CI); b-D-Glucopyranoside, 2-propenyl (9CI); Allyl b-D-glucopyranoside

Chemical Property of ALLYL-BETA-D-GLUCOPYRANOSIDE

Chemical Property:

• PSA: 99.38000
• LogP: -2.01110

Purity/Quality:

99% ^*data from raw suppliers

Allyl b-D-glucopyranoside ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ALLYL-BETA-D-GLUCOPYRANOSIDE

There total 27 articles about ALLYL-BETA-D-GLUCOPYRANOSIDE 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-Glucose

allyl alcohol

Acetic acid (2R,3R,4S,5R,6R)-3,5-diacetoxy-2-acetoxymethyl-6-allyloxy-tetrahydro-pyran-4-yl ester

D-glucose pentaacetate

Downstream raw materials:

allyl 2,3-di-Ο-benzyl-β-D-galactopyranoside

allyl 2,3-di-O-benzyl-α-D-galactopyranoside

(2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Refernces

• 1、 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.
• 2、 -. "Preparation method of fondaparinux sodium disaccharide intermediate". Paragraph 0053; 0054; 0055. . Retrieved 2020/02/19.