(1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

Base Information

Chemical Name:(1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one
CAS No.:364328-42-7
Molecular Formula:C₂₁H₂₂N₂O₃
Molecular Weight:350.417
Hs Code.:

Synonyms:(1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

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Chemical Property of (1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

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Technology Process of (1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

There total 5 articles about (1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one 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: 36.0%

: 17279-30-0
(S)-(-)-α-methylbenzylamine hydrochloride

: 364328-35-8
2-allyloxy-2-(2-nitrophenyl)-1,3-cyclopentanedione

: (1R,5S)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

: 364328-42-7
(1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

Guidance literature:: 2-allyloxy-2-(2-nitrophenyl)-1,3-cyclopentanedione; With ozone; In dichloromethane; at -78 ℃; for 2.5h;

(S)-(-)-α-methylbenzylamine hydrochloride; With sodium cyanoborohydride; In isopropyl alcohol;
DOI:10.1016/S0040-4020(01)00529-4

Reference yield:

: 3859-41-4
1,3-cyclopentadione

: 364328-42-7
(1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 61 percent / K₂CO₃ / dimethylsulfoxide / 4 h / 90 °C

2.1: 80 percent / K₃CO₃ / acetone / 3 h / Heating

3.1: 88 percent / toluene / 12 h / 180 - 190 °C

4.1: O₃ / CH₂Cl₂ / 2.5 h / -78 °C

4.2: 36 percent / NaBH₃CN / propan-2-ol

With potassium carbonate; ozone; In dichloromethane; dimethyl sulfoxide; acetone; toluene; 3.1: Claisen rearrangement;
DOI:10.1016/S0040-4020(01)00529-4

Reference yield:

: 609-73-4
o-nitroiodobenzene

: 364328-42-7
(1S,5R)-2-[(S)-2-(1-phenylethyl)]-5-(2-nitrophenyl)-2-azabicyclo[3.3.0]octan-6-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 61 percent / K₂CO₃ / dimethylsulfoxide / 4 h / 90 °C

2.1: 80 percent / K₃CO₃ / acetone / 3 h / Heating

3.1: 88 percent / toluene / 12 h / 180 - 190 °C

4.1: O₃ / CH₂Cl₂ / 2.5 h / -78 °C

4.2: 36 percent / NaBH₃CN / propan-2-ol

With potassium carbonate; ozone; In dichloromethane; dimethyl sulfoxide; acetone; toluene; 3.1: Claisen rearrangement;
DOI:10.1016/S0040-4020(01)00529-4