((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(2-phenyl-4,5-dihydro-oxazol-4-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)-(2-phenyl-4,5-dihydro-oxazol-4-yl)-methanone
• CAS No.: 852945-55-2
• Molecular Formula: C₂₀H₂₄N₂O₄S
• Molecular Weight: 388.488
• Mol file: 852945-55-2.mol

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

There total 1 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)-(2-phenyl-4,5-dihydro-oxazol-4-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: 94.0%

(2R)-bornane-10,2-sultam (94594-90-8,124224-04-0) + methyl 2-phenyl-2-oxazoline-4-carboxylate (55044-06-9,78715-83-0,103365-58-8,105308-52-9) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-(2-phenyl-4,5-dihydro-oxazol-4-yl)-methanone (852945-55-2)

Guidance literature:

With trimethylaluminum; In toluene; at 60 ℃; for 30h;

DOI:10.1021/jo050197j

Reference yield: 98.0%

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-(2-phenyl-4,5-dihydro-oxazol-4-yl)-methanone (852945-55-2) + benzyl bromide (100-39-0) → (S)-4-benzyl-2-phenyl-1,3-oxazoline-4-carboxylic acid (865144-71-4)

Guidance literature:

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-(2-phenyl-4,5-dihydro-oxazol-4-yl)-methanone; benzyl bromide; With tetrabutylammomium bromide; 1-ethyl-2,2,4,4,4-pentakis(dimethylamino)-2λ⁵,4λ⁵-catenadi(phosphazene); In dichloromethane; at -78 ℃; for 0.0833333h;

With lithium hydroxide; In tetrahydrofuran; water; at 20 ℃; for 0.166667h;

DOI:10.1021/jo050197j

Reference yield:

((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-(2-phenyl-4,5-dihydro-oxazol-4-yl)-methanone (852945-55-2) + 2-methyl-3-bromo-1-propene (1458-98-6) → ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-[(S)-4-(2-methyl-allyl)-2-phenyl-4,5-dihydro-oxazol-4-yl]-methanone + ((1S,5R,7R)-10,10-Dimethyl-3,3-dioxo-3λ6-thia-4-aza-tricyclo[5.2.1.01,5]dec-4-yl)-[(R)-4-(2-methyl-allyl)-2-phenyl-4,5-dihydro-oxazol-4-yl]-methanone

Guidance literature:

With tetrabutylammomium bromide; 1-ethyl-2,2,4,4,4-pentakis(dimethylamino)-2λ⁵,4λ⁵-catenadi(phosphazene); In dichloromethane; at -78 ℃; for 0.0833333h; Title compound not separated from byproducts;

DOI:10.1021/jo050197j

upstream raw materials:

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

methyl 2-phenyl-2-oxazoline-4-carboxylate

Downstream raw materials:

(S)-4-benzyl-2-phenyl-1,3-oxazoline-4-carboxylic acid