N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

Base Information

Chemical Name:N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide
CAS No.:145576-99-4
Molecular Formula:C₁₅H₁₈N₂O₂
Molecular Weight:258.32
Hs Code.:

Synonyms:N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

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Chemical Property of N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

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Technology Process of N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

There total 5 articles about N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide 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: 87.0%

: 98-88-4
benzoyl chloride

: 145576-98-3
(Z)-(3R,8R)-3-Benzoylamino-8-methyl-2-oxo-3,4,7,8-tetrahydro-2H-azocine-1-carboxylic acid benzyl ester

: 145576-99-4
N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

Guidance literature:: With boron tribromide; In dichloromethane; for 1h; 0 deg C to r.t.;
DOI:10.1016/S0040-4039(00)61795-1

Reference yield:

: 98-88-4
benzoyl chloride

: 145576-99-4
N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

Guidance literature:: Multi-step reaction with 2 steps

1: 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 0 deg C to r.t.

2: 87 percent / BBr₃ / CH₂Cl₂ / 1 h / 0 deg C to r.t.

With dmap; boron tribromide; In dichloromethane;
DOI:10.1016/S0040-4039(00)61795-1

Reference yield:

: 145576-78-9
(+/-)-Benzyloxycarbonyl-8-methyl-3,4,7,8-tetrahydroazocin-2(1H)-one

: 145576-99-4
N-((Z)-(3S,8S)-8-Methyl-2-oxo-1,2,3,4,7,8-hexahydro-azocin-3-yl)-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1: 1) potassium hexamethyldisilazide, 2) trisyl azide / 1) THF, -78 deg C, 1h, 2) -78 deg C, 5h

2: SnCl₂ / methanol / 3 h / 0 deg C to r.t.

3: 4-dimethylaminopyridine / CH₂Cl₂ / 16 h / 0 deg C to r.t.

4: 87 percent / BBr₃ / CH₂Cl₂ / 1 h / 0 deg C to r.t.

With dmap; 2,4,6-Triisopropylbenzenesulfonyl azide; boron tribromide; potassium hexamethylsilazane; tin(ll) chloride; In methanol; dichloromethane;
DOI:10.1016/S0040-4039(00)61795-1