methyl β-D-xylopyranoside 2-benzyl ether

Base Information

• Chemical Name: methyl β-D-xylopyranoside 2-benzyl ether
• CAS No.: 51755-03-4
• Molecular Formula: C₁₃H₁₈O₅
• Molecular Weight: 254.283
• Mol file: 51755-03-4.mol

Synonyms:methyl β-D-xylopyranoside 2-benzyl ether

Chemical Property of methyl β-D-xylopyranoside 2-benzyl ether

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of methyl β-D-xylopyranoside 2-benzyl ether

There total 7 articles about methyl β-D-xylopyranoside 2-benzyl ether 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: 55.0%

C25H44O6Si2 → methyl β-D-xylopyranoside 2-benzyl ether (51755-03-4)

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 6h; Inert atmosphere;

DOI:10.1021/jacs.7b01412

Reference yield:

benzyl bromide (100-39-0) + methyl-β-D-xylopyranoside (612-05-5) → methyl β-D-xylopyranoside 2-benzyl ether (51755-03-4) + methyl 3-O-benzyl-β-D-xylopyranoside (72521-39-2)

Guidance literature:

methyl-β-D-xylopyranoside; With 2,6-bis[(4R)-5,5-dihydro-4-phenyl-2-oxazolyl]pyridine; copper dichloride; In acetonitrile; at 20 ℃; for 0.333333h;

benzyl bromide; With tetrabutylammomium bromide; silver(l) oxide; In acetonitrile; at 40 ℃; for 4h; Overall yield = 40 percent; regioselective reaction;

DOI:10.1002/adsc.202101121

Reference yield:

benzyl bromide (100-39-0) + methyl-β-D-xylopyranoside (612-05-5) → methyl α-D-xylopyranoside 4-benzyl ether (69984-20-9) + methyl β-D-xylopyranoside 2-benzyl ether (51755-03-4) + methyl 3-O-benzyl-β-D-xylopyranoside (72521-39-2)

Guidance literature:

With tetrabutylammomium bromide; di(n-butyl)tin oxide; N-ethyl-N,N-diisopropylamine; In neat (no solvent); at 70 ℃; for 13h; Overall yield = ~ 50 %;

DOI:10.1021/jo402399n

upstream raw materials:

benzyl bromide

methyl-β-D-xylopyranoside

methyl 3,4-O-(1,1,3,3-tetraisopropyldisiloxane-1,3-diyl)-α-D-xylopyranoside

Downstream raw materials:

(2R,3R,4R,5R)-3-Benzyloxy-2-methoxy-4,5-bis-trimethylsilanyloxy-tetrahydro-pyran

methyl 3,4-di-O-benzoyl-2-O-benzyl-β-D-xylopyranoside

methyl 3,4-di-O-benzoyl-β-D-xylopyranoside