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

Base Information

• Chemical Name: (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(3-methoxy-phenyl)-propenone
• CAS No.: 157604-00-7
• Molecular Formula: C₂₀H₂₅NO₄S
• Molecular Weight: 375.489

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

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

Chemical Property:

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

There total 2 articles about (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-3-(3-methoxy-phenyl)-propenone 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:

trans-3-methoxycinnamic acid (6099-04-3,17570-26-2) → (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(3-methoxy-phenyl)-propenone (157604-00-7)

Guidance literature:

Multi-step reaction with 2 steps

1: SOCl₂ / 2 h / Ambient temperature

2: 1.) NaH / 1) toluene, 30 min; 2) toluene, overnight

With thionyl chloride; sodium hydride;

Reference yield:

(E)-3-methoxycinnamoyl chloride (15851-92-0,56030-38-7) + (2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) → (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(3-methoxy-phenyl)-propenone (157604-00-7)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1) toluene, 30 min; 2) toluene, overnight;

Reference yield: 63.0%

diazomethane (186581-53-3,908094-01-9,334-88-3) + (E)-1-((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-3-(3-methoxy-phenyl)-propenone (157604-00-7) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-[(1R,2R)-2-(3-methoxy-phenyl)-cyclopropyl]-methanone (157604-10-9)

Guidance literature:

With palladium diacetate; In dichloromethane; at 0 - 5 ℃; for 3h;

upstream raw materials:

(E)-3-methoxycinnamoyl chloride

(2R)-bornane-10,2-sultam

trans-3-methoxycinnamic acid

Downstream raw materials:

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-[(1R,2R)-2-(3-methoxy-phenyl)-cyclopropyl]-methanone

(1R,2R)-2-(3-methoxyphenyl)cyclopropanecarboxylic acid

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