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

Base Information

• Chemical Name: (S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one
• CAS No.: 188650-94-4
• Molecular Formula: C₂₃H₃₃NO₃S
• Molecular Weight: 403.586

Synonyms:(S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one

Chemical Property of (S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one

Chemical Property:

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Technology Process of (S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one

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

p-isobutylphenylacetic acid methyl ester (61566-33-4) → (S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one (188650-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Me₃Al / CH₂Cl₂ / Heating

2: n-BuLi, N,N-dimethylpropyleneurea / -60 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; trimethylaluminum; In dichloromethane;

DOI:10.1016/S0040-4039(97)00148-2

Reference yield:

(+)-camphorsultam (108448-77-7,124224-04-0) → (S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one (188650-94-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 79 percent / Me₃Al / CH₂Cl₂ / Heating

2: n-BuLi, N,N-dimethylpropyleneurea / -60 °C

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; trimethylaluminum; In dichloromethane;

DOI:10.1016/S0040-4039(97)00148-2

Reference yield:

1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-isobutyl-phenyl)-ethanone (188650-93-3) + methyl iodide (74-88-4) → (R)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one + (S)-1-((1R,5S,7S)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-2-(4-isobutyl-phenyl)-propan-1-one (188650-94-4)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; at -60 ℃; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4039(97)00148-2

upstream raw materials:

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

methyl iodide

p-isobutylphenylacetic acid methyl ester

(+)-camphorsultam

Downstream raw materials:

(S)-ibuprofen

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