[(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-4-yl)}methanone

Base Information

• Chemical Name: [(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-4-yl)}methanone
• CAS No.: 1000305-17-8
• Molecular Formula: C₂₀H₂₄BrNO₃S
• Molecular Weight: 438.385

Synonyms:[(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-4-yl)}methanone

Chemical Property of [(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-4-yl)}methanone

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Technology Process of [(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-4-yl)}methanone

There total 1 articles about [(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-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:

(1R)-(+)-2,10-camphorsultam (94594-90-8,124224-04-0) → [(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01.5]dec-4-yl)}methanone (1000305-17-8) + [(1S,2S)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01.5]dec-4-yl)}methanone (1000305-18-9)

Guidance literature:

trans-(1S,2S)/(1R,2R)-2-(4-bromophenyl)cyclopropanecarboxylic acid; With 1,1'-carbonyldiimidazole; In N,N-dimethyl-formamide; at 40 ℃; for 1h;

(1R)-(+)-2,10-camphorsultam; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 20 - 40 ℃;

Reference yield:

[(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ6-thia-4-azatricyclo[5.2.1.01.5]dec-4-yl)}methanone (1000305-17-8) → (1R,2R)-2-(4-bromophenyl)cyclopropanecarbaldehyde (1000305-08-7)

Guidance literature:

[(1R,2R)-2-(4-bromophenyl)cyclopropyl]-{(1S,5R,7R)-(10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-azatricyclo[5.2.1.0^1.5]dec-4-yl)}methanone; With diisobutylaluminium hydride; In dichloromethane; at -78 ℃; for 3h;

With methanol; water; ammonium chloride; In dichloromethane; at -78 - 0 ℃; for 0.166667h; Product distribution / selectivity;

upstream raw materials:

(1R)-(+)-2,10-camphorsultam

Downstream raw materials:

(1R,2R)-2-(4-bromophenyl)cyclopropanecarbaldehyde

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