benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside

Base Information

• Chemical Name: benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside
• CAS No.: 913534-76-6
• Molecular Formula: C₁₉H₂₈O₈
• Molecular Weight: 384.427
• Mol file: 913534-76-6.mol

Synonyms:benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside

Chemical Property of benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside

There total 1 articles about benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-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: 72.0%

dimethylglyoxal (431-03-8) + benzyl β-D-galactopyranoside (4304-12-5,14897-46-2,15548-45-5,25320-99-4,34246-23-6,47000-20-4,53448-50-3,86196-36-3,133908-86-8) + trimethyl orthoformate (149-73-5) → benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside (913534-76-6)

Guidance literature:

With camphor-10-sulfonic acid; In methanol; for 24h; Heating;

DOI:10.1021/jo071045m

Reference yield:

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside (913534-76-6) → C19H26O8SO

Guidance literature:

With pyridine; thionyl chloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/jo071045m

Reference yield:

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside (913534-76-6) → benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside-4,6-cyclic sulfate (913534-74-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂; pyridine / CH₂Cl₂ / 0 - 20 °C

2: 7.1 g / NaIO₄ / RuCl₃*3H₂O / acetonitrile; CCl₄; H₂O / 3 h / 20 °C

With pyridine; sodium periodate; thionyl chloride; ruthenium trichloride; In tetrachloromethane; dichloromethane; water; acetonitrile;

DOI:10.1021/jo071045m

upstream raw materials:

dimethylglyoxal

benzyl β-D-galactopyranoside

trimethyl orthoformate

Downstream raw materials:

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside-4,6-cyclic sulfate

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-episelenoniumylidene-D-arabinitol]-β-D-galactopyranoside inner salt

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-episulfoniumylidene-D-arabinitol]-β-D-galactopyranoside inner salt

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-2,3,5-tri-O-p-methoxybenzyl-1,4-iminonium-D-arabinitol]-β-D-galactopyranoside inner salt