(1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.0^1,5]decan-4-yl)-3-phenyl-3-propyn-1-one

Base Information

• Chemical Name: (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.0^1,5]decan-4-yl)-3-phenyl-3-propyn-1-one
• CAS No.: 192203-86-4
• Molecular Formula: C₁₉H₂₁NO₃S
• Molecular Weight: 343.447

Synonyms:(1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.0^1,5]decan-4-yl)-3-phenyl-3-propyn-1-one

Chemical Property of (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.0^1,5]decan-4-yl)-3-phenyl-3-propyn-1-one

Chemical Property:

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Technology Process of (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.0^1,5]decan-4-yl)-3-phenyl-3-propyn-1-one

There total 3 articles about (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.0^1,5]decan-4-yl)-3-phenyl-3-propyn-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:

phenylpropyolic acid (637-44-5) → (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl)-3-phenyl-3-propyn-1-one (192203-86-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N / tetrahydrofuran / 0 °C

With triethylamine; In tetrahydrofuran; 1: Acylation / 2: Acylation;

DOI:10.1021/ja970901g

Reference yield:

C14H14O3 + (+)-10,2-camphorsultam lithium chloride complex → (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl)-3-phenyl-3-propyn-1-one (192203-86-4)

Guidance literature:

DOI:10.1021/ja970901g

Reference yield:

(+)-camphorsultam (108448-77-7,124224-04-0) + C14H14O3 → (1R,5S,7S)-1-(10,10-dimethyl-3,3-dioxo-3-thia-4-azatricyclo[5.2.1.01,5]decan-4-yl)-3-phenyl-3-propyn-1-one (192203-86-4)

Guidance literature:

With n-butyllithium; Yield given. Multistep reaction; 1.) hexane, THF, -78 deg C, 15 min, 2.) hexane, THF, from -78 deg C to RT, 14 h;

DOI:10.1016/S0957-4166(97)00167-5

upstream raw materials:

(+)-camphorsultam

phenylpropyolic acid

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