p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside

Base Information

• Chemical Name: p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside
• CAS No.: 157430-13-2
• Molecular Formula: C₁₃H₁₆O₄
• Molecular Weight: 236.268
• Mol file: 157430-13-2.mol

Synonyms:p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside

Chemical Property of p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside

There total 4 articles about p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside 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: 95.0%

4'-methoxyphenyl 4-O-acetyl-2,3,6-trideoxy-1-O-α-L-erythro-hex-2-enopyranoside (160956-79-6) → p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside (157430-13-2)

Guidance literature:

With methanol; potassium carbonate;

DOI:10.1016/0040-4039(94)88297-5

Reference yield: 80.0%

4-methoxy-phenol (150-76-5) + L-rhamnal (53657-42-4) → p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside (157430-13-2)

Guidance literature:

With triphenylphosphine; diethylazodicarboxylate; In dichloromethane; at 0 ℃; for 1h;

DOI:10.1016/S0040-4039(00)73065-6

Reference yield:

3,4-di-O-acetyl-6-deoxy-L-glucal (34819-86-8) → p-methoxyphenyl 2,3,6-trideoxy-α-L-erythro-hex-2-enepyranoside (157430-13-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 5 molpercent BF_3.Et₂O / toluene / 5 h / -10 °C

2: 95 percent / K₂CO₃, MeOH

With methanol; boron trifluoride diethyl etherate; potassium carbonate; In toluene;

DOI:10.1016/0040-4039(94)88297-5

upstream raw materials:

4-methoxy-phenol

L-rhamnal

4'-methoxyphenyl 4-O-acetyl-2,3,6-trideoxy-1-O-α-L-erythro-hex-2-enopyranoside

3,4-di-O-acetyl-6-deoxy-L-glucal

Downstream raw materials:

(2S,3S,6S)-6-(4-Methoxy-phenoxy)-2-methyl-3,6-dihydro-2H-pyran-3-ol

(5R,6S)-5,6-dihydro-5-hydroxy-6-methylpyran-2-one