ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate

Base Information

• Chemical Name: ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate
• CAS No.: 1254356-83-6
• Molecular Formula: C₁₈H₂₅NO₅S
• Molecular Weight: 367.466
• Mol file: 1254356-83-6.mol

Synonyms:ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate

Chemical Property of ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate

There total 3 articles about ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate 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: 90.0%

ethanol (64-17-5) + methyl (E,E)-10-acetoxy-6-aza-6-(p-toluenesulfonyl)deca-2,8-dienoate (1254356-82-5) → ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate (1254356-83-6)

Guidance literature:

With guanidine nitrate; In dichloromethane; for 12h;

DOI:10.1021/jo101631y

Reference yield:

(E)-8-acetoxy-4-aza-4-(p-toluenesulfonyl)oct-6-eneol (1254356-81-4) → ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate (1254356-83-6)

Guidance literature:

Multi-step reaction with 3 steps

1: pyridinium chlorochromate / dichloromethane / 0 - 20 °C

2: dichloromethane / 12 h / 20 °C

3: guanidine nitrate / dichloromethane / 12 h

With guanidine nitrate; pyridinium chlorochromate; In dichloromethane; 2: Wittig reaction;

DOI:10.1021/jo101631y

Reference yield:

(E)-8-acetoxy-4-aza-4-(p-toluenesulfonyl)oct-6-enal → ethyl (E,E)-6-aza-10-hydroxy-6-(p-toluenesulfonyl)deca-2,8-dienoate (1254356-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1: dichloromethane / 12 h / 20 °C

2: guanidine nitrate / dichloromethane / 12 h

With guanidine nitrate; In dichloromethane; 1: Wittig reaction;

DOI:10.1021/jo101631y

upstream raw materials:

ethanol

methyl (E,E)-10-acetoxy-6-aza-6-(p-toluenesulfonyl)deca-2,8-dienoate

(E)-8-acetoxy-4-aza-4-(p-toluenesulfonyl)oct-6-eneol

Downstream raw materials:

ethyl (E,E)-6-aza-10-bromo-6-(p-toluenesulfonyl)deca-2,8-dienoate