((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-(2-methoxy-phenyl)-cyclopropyl]-methanone

Base Information

• Chemical Name: ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone
• CAS No.: 157604-09-6
• Molecular Formula: C₂₁H₂₇NO₄S
• Molecular Weight: 389.516

Synonyms:((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-(2-methoxy-phenyl)-cyclopropyl]-methanone

Chemical Property of ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone

Chemical Property:

Purity/Quality:

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Technology Process of ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone

There total 3 articles about ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone 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: 73.0%

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-(2-methoxy-phenyl)-propenone (157603-99-1) → ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone (157604-09-6)

Guidance literature:

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

Reference yield:

2-methoxycinnamic acid (1011-54-7) → ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone (157604-09-6)

Guidance literature:

Multi-step reaction with 3 steps

1: SOCl₂ / 2 h / Ambient temperature

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

3: 73 percent / Pd(OAc)2 / CH₂Cl₂ / 3 h / 0 - 5 °C

With palladium diacetate; thionyl chloride; sodium hydride; In dichloromethane;

Reference yield:

o-methoxycinnamoyl chloride (118652-93-0) → ((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-(2-methoxy-phenyl)-cyclopropyl]-methanone (157604-09-6)

Guidance literature:

Multi-step reaction with 2 steps

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

2: 73 percent / Pd(OAc)2 / CH₂Cl₂ / 3 h / 0 - 5 °C

With palladium diacetate; sodium hydride; In dichloromethane;

upstream raw materials:

diazomethane

(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-(2-methoxy-phenyl)-propenone

2-methoxycinnamic acid

o-methoxycinnamoyl chloride

Downstream raw materials:

[(1R,2S)-2-(2-Methoxy-phenyl)-cyclopropyl]-carbamic acid tert-butyl ester

(1R,2S)-2-(2-methoxyphenyl)cyclopropylamine

trans-[2-(2-methoxyphenyl)cyclopropane]carboxylic acid

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