allyl-α-L-arabinofuranoside

Base Information

• Chemical Name: allyl-α-L-arabinofuranoside
• CAS No.: 134149-34-1
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.196
• Mol file: 134149-34-1.mol

Synonyms:allyl-α-L-arabinofuranoside

Chemical Property of allyl-α-L-arabinofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl-α-L-arabinofuranoside

There total 14 articles about allyl-α-L-arabinofuranoside 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: 88.0%

L-arabinose (532-20-7,613-83-2,7261-25-8,7687-39-0,13221-22-2,14795-83-6,15761-67-8,20074-49-1,25545-03-3,25545-04-4,32445-75-3,34436-17-4,36441-93-7,36468-53-8,37110-85-3,37388-49-1,38029-69-5,40461-77-6,40461-89-0,41546-19-4,41546-20-7,41546-21-8,41546-26-3,41546-29-6,41546-30-9,41546-31-0,126872-16-0,131064-98-7) + allyl alcohol (107-18-6) → (3R,4R,5S)-2-(allyloxy)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (103702-75-6,134149-34-1,134149-38-5,134149-40-9,134149-47-6,142329-38-2,142329-54-2,773896-71-2)

Guidance literature:

With calcium sulfate; sulfuric acid; at 40 ℃; for 6h;

DOI:10.1016/0008-6215(91)80132-7

Reference yield: 82.0%

allyl 2,3-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-α-L-arabinofuranoside → allyl-α-L-arabinofuranoside (134149-34-1,773896-71-2)

Guidance literature:

allyl 2,3-di-O-acetyl-5-O-(tert-butyldiphenylsilyl)-α-L-arabinofuranoside; With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 20 ℃; for 2h;

With sodium methylate; In methanol; at 20 ℃;

DOI:10.1021/acs.orglett.6b03626

Reference yield: 65.0%

L-arabinose (5328-37-0) + allyl alcohol (107-18-6) → (3R,4R,5S)-2-(allyloxy)-5-(hydroxymethyl)tetrahydrofuran-3,4-diol (103702-75-6,134149-34-1,134149-38-5,134149-40-9,134149-47-6,142329-38-2,142329-54-2,773896-71-2)

Guidance literature:

With acetyl chloride; at 0 ℃; for 15h; Inert atmosphere;

DOI:10.1021/acs.orglett.5b00711

upstream raw materials:

L-arabinose

allyl alcohol

L-arabinose

D-Ribose

Downstream raw materials:

C₆₅H₆₂Cl₃NO₂₆

C₆₆H₆₆O₂₆

allyl 2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl-(1->5)-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzyl-α-L-arabinofuranoside

2,3,5-tri-O-benzoyl-α-L-arabinofuranosyl-(1->5)-2,3-di-O-benzoyl-α-L-arabinofuranosyl trichloroacetimidate

Refernces

• 1、 Dey, Kalyan,Jayaraman, Narayanaswamy. "Anomeric alkylations and acylations of unprotected mono- and disaccharides mediated by pyridoneimine in aqueous solutions". supporting information. p. 2224 - 2227. Retrieved 2022/02/17.
• 2、 Thombal, Raju S.,Jadhav, Vrushali H.. "Sulfonated graphene oxide as highly efficient catalyst for glycosylation". . p. 57 - 68. Retrieved 2016/04/05.