(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-(1-trityl-1H-imidazol-4-yl)-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-(1-trityl-1H-imidazol-4-yl)-propenone
• CAS No.: 201669-68-3
• Molecular Formula: C₃₅H₃₅N₃O₃S
• Molecular Weight: 577.747

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-(1-trityl-1H-imidazol-4-yl)-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-(1-trityl-1H-imidazol-4-yl)-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-(1-trityl-1H-imidazol-4-yl)-propenone

There total 3 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-(1-trityl-1H-imidazol-4-yl)-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: 96.0%

trityl chloride (76-83-5) + (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-(1H-imidazol-4-yl)-propenone (201669-67-2) → (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-(1-trityl-1H-imidazol-4-yl)-propenone (201669-68-3)

Guidance literature:

With triethylamine; In chloroform; for 12h; Ambient temperature;

DOI:10.1016/S0960-894X(97)10137-8

Reference yield:

urocanic Acid (3465-72-3) → (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-(1-trityl-1H-imidazol-4-yl)-propenone (201669-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 1,1'-carbonyldiimidazol, DBU / dimethylformamide / 7 h / 40 °C

2: 96 percent / Et₃N / CHCl₃ / 12 h / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,1'-carbonyldiimidazole; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(97)10137-8

Reference yield:

(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-(1-trityl-1H-imidazol-4-yl)-propenone (201669-68-3)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / 1,1'-carbonyldiimidazol, DBU / dimethylformamide / 7 h / 40 °C

2: 96 percent / Et₃N / CHCl₃ / 12 h / Ambient temperature

With 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; 1,1'-carbonyldiimidazole; In chloroform; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(97)10137-8

upstream raw materials:

trityl chloride

(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-(1H-imidazol-4-yl)-propenone

urocanic Acid

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

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-(1-trityl-1H-imidazol-4-yl)-cyclopropyl]-methanone

((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-[(1S,2S)-2-(1-trityl-1H-imidazol-4-yl)-cyclopropyl]-methanone

(1R,2R)-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane-2-carboxylic acid

(1S,2S)-1-(1-triphenylmethyl-1H-imidazol-4-yl)cyclopropane-2-carboxylic acid

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