((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-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)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-methanone
• CAS No.: 197789-76-7
• Molecular Formula: C₂₀H₂₄N₂O₅S
• Molecular Weight: 404.487

Synonyms:

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)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-methanone

There total 2 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)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-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:

(2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-methanone (197789-76-7)

Guidance literature:

Multi-step reaction with 2 steps

1: NaH / toluene

2: 1.) Et₃N; 3.) 90percent t-BuOOH, Et₃N / 1.) THF, 0 deg C; 2.) THF, 0 deg C

With tert.-butylhydroperoxide; sodium hydride; triethylamine; In toluene;

DOI:10.1016/S0040-4039(97)01596-7

Reference yield:

phenylhydroxamoyl chloride (934-16-7) + (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-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-propenone (197789-78-9) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-methanone (197789-76-7)

Guidance literature:

With tert.-butylhydroperoxide; triethylamine; Yield given. Multistep reaction; 1.) THF, 0 deg C; 2.) THF, 0 deg C;

DOI:10.1016/S0040-4039(97)01596-7

Reference yield:

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-((4R,5R)-4-hydroxy-3-phenyl-4,5-dihydro-isoxazol-5-yl)-methanone (197789-76-7) → (4R,5S)-5-Methoxymethyl-3-phenyl-4,5-dihydro-isoxazol-4-ol

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide

2: 1.) L-selectride; 2.) H₂O₂; 3.) NaH; 4.) Bu₄NF / 4.) THF

With 1H-imidazole; tetrabutyl ammonium fluoride; dihydrogen peroxide; L-Selectride; sodium hydride; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(97)01596-7

upstream raw materials:

phenylhydroxamoyl 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-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-propenone

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

Downstream raw materials:

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

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