3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol

Base Information

• Chemical Name: 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol
• CAS No.: 211505-53-2
• Molecular Formula: C₁₉H₂₈O₆
• Molecular Weight: 352.428
• Mol file: 211505-53-2.mol

Synonyms:3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol

Chemical Property of 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol

There total 2 articles about 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol 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: 40.0%

4-methoxyphenyl magnesium bromide (13139-86-1) + (2R,3R,4S,5R)-3,4-Epoxy-1,2;5,6-di-O-isopropylidenehexane-1,2,5,6-tetrol (24808-13-7) → 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol (211505-53-2)

Guidance literature:

In diethyl ether; at -78 - 20 ℃; for 3h;

DOI:10.1080/00397919808004827

Reference yield:

1-bromo-4-methoxy-benzene (104-92-7) → 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol (211505-53-2)

Guidance literature:

Multi-step reaction with 2 steps

1: Mg / CuI / diethyl ether / 0.5 h / -78 °C

2: 40 percent / diethyl ether / 3 h / -78 - 20 °C

With magnesium; copper(l) iodide; In diethyl ether; 1: Grignard reaction / 2: Grignard reaction;

DOI:10.1080/00397919808004827

Reference yield: 95.0%

acetic anhydride (108-24-7) + 3-deoxy-3-p-methoxyphenyl-1,2:5,6-di-O-isopropylidene-D-mannitol (211505-53-2) → 3-deoxy-3-p-methoxyphenyl-4-acetyl-1,2:5,6-di-O-isopropylidene-D-mannitol (211505-54-3)

Guidance literature:

In pyridine; at 20 ℃; for 24h;

DOI:10.1080/00397919808004827

upstream raw materials:

4-methoxyphenyl magnesium bromide

(2R,3R,4S,5R)-3,4-Epoxy-1,2;5,6-di-O-isopropylidenehexane-1,2,5,6-tetrol

1-bromo-4-methoxy-benzene

Downstream raw materials:

3-deoxy-3-p-methoxyphenyl-4-acetyl-1,2:5,6-di-O-isopropylidene-D-mannitol

(3S,4R)-3-p-methoxyphenyl-4-hydroxy-1,5-hexadiene

(3S,4R)-3-p-methoxyphenyl-4-acetoxyl-1,5-hexadiene

3-deoxy-3-p-methoxyphenyl-4-acetyl-D-mannitol