1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate

Base Information

• Chemical Name: 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate
• CAS No.: 581798-53-0
• Molecular Formula: C₁₆H₂₀O₆
• Molecular Weight: 308.331

Synonyms:1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate

Chemical Property of 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate

Chemical Property:

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Technology Process of 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate

There total 3 articles about 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate 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:

phenylmethyl-2,3-O-(1-methylethylidene)-β-D-gulofuranoside (74912-02-0) → 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate (581798-53-0)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium periodate / methanol; H₂O / 2 h / 20 °C

2: silver nitrate; potassium hydroxide / H₂O; ethanol / 6 h

3: diethyl ether / 0 °C

With potassium hydroxide; sodium periodate; silver nitrate; In methanol; diethyl ether; ethanol; water;

DOI:10.1021/ol034796t

Reference yield:

benzyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronaldehyde (583829-31-6) → 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate (581798-53-0)

Guidance literature:

Multi-step reaction with 2 steps

1: silver nitrate; potassium hydroxide / H₂O; ethanol / 6 h

2: diethyl ether / 0 °C

With potassium hydroxide; silver nitrate; In diethyl ether; ethanol; water;

DOI:10.1021/ol034796t

Reference yield:

diazomethane (186581-53-3,908094-01-9,334-88-3) + benzyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronic acid (581798-52-9) → 1-O-benzyl methyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronate (581798-53-0)

Guidance literature:

In diethyl ether; at 0 ℃;

DOI:10.1021/ol034796t

upstream raw materials:

diazomethane

benzyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronic acid

phenylmethyl-2,3-O-(1-methylethylidene)-β-D-gulofuranoside

benzyl 2,3-O-(1-methylethylidene)-α-L-lyxofuranosiduronaldehyde

Downstream raw materials:

benzyl 2,3-O-(1-methylethylidene)-5,5-di-C-propyl-α-L-lyxofuranoside

benzyl 5,5-di-C-methyl-2,3-O-(1-methylethylidene)-α-L-lyxofuranoside

2,3-O-(1-methylethylidene)-5,5-di-C-phenyl-α-L-lyxofuranose

benzyl 2,3-O-(1-methylethylidene)-5,5-di-C-phenyl-α-L-lyxofuranoside

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