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

Base Information

• Chemical Name: 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
• CAS No.: 913534-80-2
• Molecular Formula: C₄₈H₆₀O₁₆S₂
• Molecular Weight: 957.127
• Mol file: 913534-80-2.mol

Synonyms: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

Chemical Property of 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

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]-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

There total 4 articles about 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 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: 75.0%

benzyl 2,3-O-[(2R,3R)-2,3-dimethoxybutane-2,3-diyl]-β-D-galactopyranoside-4,6-cyclic sulfate (913534-74-4) + (2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene (635316-05-1) → 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 (913534-80-2)

Guidance literature:

With potassium carbonate; In various solvent(s); at 75 - 80 ℃; for 12h;

DOI:10.1021/jo071045m

Reference yield:

C19H26O8SO → 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 (913534-80-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 7.1 g / NaIO₄ / RuCl₃*3H₂O / acetonitrile; CCl₄; H₂O / 3 h / 20 °C

2: 75 percent / K₂CO₃ / various solvent(s) / 12 h / 75 - 80 °C

With sodium periodate; potassium carbonate; ruthenium trichloride; In tetrachloromethane; water; acetonitrile;

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]-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 (913534-80-2)

Guidance literature:

Multi-step reaction with 3 steps

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

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

3: 75 percent / K₂CO₃ / various solvent(s) / 12 h / 75 - 80 °C

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

DOI:10.1021/jo071045m

upstream raw materials:

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

(2R,3S,4S)-3,4-bis((4-methoxybenzyl)oxy)-2-(((4-methoxybenzyl)oxy)methyl)tetrahydrothiophene

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

benzyl β-D-galactopyranoside

Downstream raw materials:

benzyl 4-O-sulfoxy-6-deoxy-6-[1,4-dideoxy-1,4-episulfoniumylidene-D-arabinitol]-β-D-galactopyranoside inner salt