4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside

Base Information

• Chemical Name: 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside
• CAS No.: 203632-46-6
• Molecular Formula: C₁₈H₂₆O₇
• Molecular Weight: 354.4
• Mol file: 203632-46-6.mol

Synonyms:4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside

Chemical Property of 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside

There total 6 articles about 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside 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: 88.0%

tert-Butyl-{(R)-2-methoxy-2-[(3aS,4R,6S,6aS)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethoxy}-dimethyl-silane (203632-43-3) → 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside (203632-46-6)

Guidance literature:

With ammonium fluoride; In methanol; for 24h; Ambient temperature;

DOI:10.1021/jo971323p

Reference yield:

2,3,5,6-di-O-isopropylidene-D-mannofuranose (7757-38-2,14131-84-1,23262-78-4,27108-13-0,33823-04-0,34685-42-2,57819-52-0,78039-08-4,78039-12-0,78964-16-6,94842-76-9,149342-31-4) → 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside (203632-46-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / NaH / dimethylformamide / 24 h / Ambient temperature

2: 93 percent / AcOH / H₂O / 18 h / Ambient temperature

3: 86 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

4: 90 percent / NaH / dimethylformamide / 5 h / Ambient temperature

5: 88 percent / NH₄F / methanol / 24 h / Ambient temperature

With 1H-imidazole; ammonium fluoride; sodium hydride; acetic acid; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo971323p

Reference yield:

p-methoxybenzyl chloride (824-94-2) → 4-methoxybenzyl 5-O-methyl-2,3-O-isopropylidene-α-D-mannofuranoside (203632-46-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 82 percent / NaH / dimethylformamide / 24 h / Ambient temperature

2: 93 percent / AcOH / H₂O / 18 h / Ambient temperature

3: 86 percent / imidazole / dimethylformamide / 6 h / Ambient temperature

4: 90 percent / NaH / dimethylformamide / 5 h / Ambient temperature

5: 88 percent / NH₄F / methanol / 24 h / Ambient temperature

With 1H-imidazole; ammonium fluoride; sodium hydride; acetic acid; In methanol; water; N,N-dimethyl-formamide;

DOI:10.1021/jo971323p

upstream raw materials:

tert-Butyl-{(R)-2-methoxy-2-[(3aS,4R,6S,6aS)-6-(4-methoxy-benzyloxy)-2,2-dimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-yl]-ethoxy}-dimethyl-silane

2,3,5,6-di-O-isopropylidene-D-mannofuranose

p-methoxybenzyl chloride

2,3-O-isopropylidene-1-O-p-methoxybenzyl-α-D-mannofuranoside

Downstream raw materials:

p-methoxybenzyl 2,3-O-isopropylidene-5-O-methyl-α-D-mannofuranosiduronic acid