Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester

Base Information

• Chemical Name: Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester
• CAS No.: 224578-11-4
• Molecular Formula: C₂₂H₂₇NO₆S
• Molecular Weight: 433.525
• Mol file: 224578-11-4.mol

Synonyms:Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester

Chemical Property of Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester

There total 3 articles about Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester 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: 70.0%

4-acetoxy-3-methoxycinnamoyl chloride (50906-12-2) + (+)-camphorsultam (108448-77-7,124224-04-0) → Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester (224578-11-4)

Guidance literature:

With sodium hydride; In toluene;

DOI:10.1055/s-1999-2595

Reference yield:

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid (1135-24-6,537-98-4) → Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester (224578-11-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 90 percent / pyridine

2: SOCl₂ / Heating

3: 70 percent / NaH / toluene

With pyridine; thionyl chloride; sodium hydride; In toluene;

DOI:10.1055/s-1999-2595

Reference yield:

(E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid (2596-47-6,147677-05-2,34749-55-8) → Acetic acid 4-[(E)-3-((1R,5S,7S)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-oxo-propenyl]-2-methoxy-phenyl ester (224578-11-4)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / Heating

2: 70 percent / NaH / toluene

With thionyl chloride; sodium hydride; In toluene;

DOI:10.1055/s-1999-2595

upstream raw materials:

4-acetoxy-3-methoxycinnamoyl chloride

(+)-camphorsultam

(E)-3-(4-hydroxy-3-methoxyphenyl)acrylic acid

(E)-3-(4-acetoxy-3-methoxyphenyl)acrylic acid

Downstream raw materials:

(E)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(4-hydroxy-3-methoxy-phenyl)-propenone