allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside

Base Information

• Chemical Name: allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside
• CAS No.: 630108-92-8
• Molecular Formula: C₃₂H₃₈O₈
• Molecular Weight: 550.649
• Mol file: 630108-92-8.mol

Synonyms:allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside

Chemical Property of allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside

There total 2 articles about allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside 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:

p-methoxybenzyl chloride (824-94-2) + allyl α/β-D-lyxofuranoside (773896-71-2) → allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside (630108-92-8)

Guidance literature:

With potassium hydroxide; tetrabutylammomium bromide; In tetrahydrofuran; at 90 ℃; for 6h;

DOI:10.1021/ja0369663

Reference yield:

D-lyxose (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 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside (630108-92-8)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂SO₄ / 20 °C

2: 2.90 g / aq. KOH; tetrabutylammonium bromide / tetrahydrofuran / 6 h / 90 °C

With potassium hydroxide; sulfuric acid; tetrabutylammomium bromide; In tetrahydrofuran;

DOI:10.1021/ja0369663

Reference yield: 73.0%

allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside (630108-92-8) → (2R,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-pentane-1,4-diol (630108-93-9)

Guidance literature:

allyl 2,3,5-tris(p-methoxybenzyl)-D-lyxofuranoside; With 1,3-bis[(diphenylphosphino)propane]dichloronickel(II); diisobutylaluminium hydride; In tetrahydrofuran; diethyl ether; for 2h;

With sodium tetrahydroborate; In ethanol; for 0.5h;

DOI:10.1021/ja0369663

upstream raw materials:

p-methoxybenzyl chloride

allyl α/β-D-lyxofuranoside

D-lyxose

Downstream raw materials:

(2R,3S,4R)-2,3,5-tris(4-methoxybenzyloxy)-pentane-1,4-diol

(4R,5R,6R)-2,6-bis(p-methoxybenzyloxy)-4-(p-methoxybenzyloxymethyl)-[1,3,2]dioxathiepane 2,2-dioxide

2S-tert-butoxycarbonylamino-4-[(2S,3R)-2,3,5-tris(p-methoxybenzoyloxy)-4-oxo-pentane-1-mercaptan]-butyric acid tert-butyl ester