(2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-penta-2,4-dien-1-one

Base Information

• Chemical Name: (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-penta-2,4-dien-1-one
• CAS No.: 869732-50-3
• Molecular Formula: C₂₁H₂₃Cl₂NO₃S
• Molecular Weight: 440.391

Synonyms:(2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-penta-2,4-dien-1-one

Chemical Property of (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-penta-2,4-dien-1-one

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Technology Process of (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-penta-2,4-dien-1-one

There total 4 articles about (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-penta-2,4-dien-1-one 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:

(2E,4E)-5-(3,4-Dichloro-phenyl)-penta-2,4-dienoic acid (15542-31-1) → (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-penta-2,4-dien-1-one (869732-50-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: (COCl)2 / CH₂Cl₂ / 12 h

2.1: NaH / toluene / 1 h

2.2: 315 mg / toluene / 4 h

With oxalyl dichloride; sodium hydride; In dichloromethane; toluene;

DOI:10.1021/ja055498p

Reference yield:

(2E,4E)-5-(3,4-Dichloro-phenyl)-penta-2,4-dienoic acid ethyl ester (16913-44-3) → (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-penta-2,4-dien-1-one (869732-50-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 98 percent / KOH / methanol / 14 h / 75 °C

2.1: (COCl)2 / CH₂Cl₂ / 12 h

3.1: NaH / toluene / 1 h

3.2: 315 mg / toluene / 4 h

With potassium hydroxide; oxalyl dichloride; sodium hydride; In methanol; dichloromethane; toluene;

DOI:10.1021/ja055498p

Reference yield:

3,4-dichlorobenzaldehyde (6287-38-3) → (2E,4E)-5-(3,4-Dichloro-phenyl)-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-penta-2,4-dien-1-one (869732-50-3)

Guidance literature:

Multi-step reaction with 4 steps

1.1: NaH / 1,2-dimethoxy-ethane

1.2: 56 percent / 1,2-dimethoxy-ethane / 2 h / 20 - 85 °C

2.1: 98 percent / KOH / methanol / 14 h / 75 °C

3.1: (COCl)2 / CH₂Cl₂ / 12 h

4.1: NaH / toluene / 1 h

4.2: 315 mg / toluene / 4 h

With potassium hydroxide; oxalyl dichloride; sodium hydride; In methanol; 1,2-dimethoxyethane; dichloromethane; toluene; 1.2: Horner-Emmons-Wadsworth reaction;

DOI:10.1021/ja055498p

upstream raw materials:

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

(2E,4E)-5-(3,4-Dichloro-phenyl)-penta-2,4-dienoic acid

(2E,4E)-5-(3,4-Dichloro-phenyl)-penta-2,4-dienoic acid ethyl ester

3,4-dichlorobenzaldehyde

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