1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone

Base Information

• Chemical Name: 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone
• CAS No.: 134253-04-6
• Molecular Formula: C₁₄H₁₅F₃N₂O
• Molecular Weight: 284.281
• Mol file: 134253-04-6.mol

Synonyms:1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone

Chemical Property of 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone

There total 5 articles about 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone 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: 97.0%

Methanesulfonic acid (3S,4R)-1-benzyl-4-[(2,2,2-trifluoro-acetylamino)-methyl]-pyrrolidin-3-yl ester (134253-03-5) → 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone (134253-04-6)

Guidance literature:

With sodium hydride; In N,N-dimethyl-formamide; Ambient temperature;

DOI:10.1016/S0040-4039(00)74273-0

Reference yield:

1-benzyl-3-hydroxymethyl-4-hydroxypyrrolidine (780-15-4) → 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone (134253-04-6)

Guidance literature:

Multi-step reaction with 5 steps

1: 78 percent / triethylamine

2: NaN₃ / dimethylformamide / Ambient temperature

3: H₂ / PtO₂ / methanol

5: 97 percent / NaH / dimethylformamide / Ambient temperature

With sodium azide; hydrogen; sodium hydride; triethylamine; platinum(IV) oxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)74273-0

Reference yield:

Methanesulfonic acid (3S,4S)-4-azidomethyl-1-benzyl-pyrrolidin-3-yl ester → 1-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-2,2,2-trifluoro-ethanone (134253-04-6)

Guidance literature:

Multi-step reaction with 3 steps

1: H₂ / PtO₂ / methanol

3: 97 percent / NaH / dimethylformamide / Ambient temperature

With hydrogen; sodium hydride; platinum(IV) oxide; In methanol; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(00)74273-0

upstream raw materials:

Methanesulfonic acid (3S,4R)-1-benzyl-4-[(2,2,2-trifluoro-acetylamino)-methyl]-pyrrolidin-3-yl ester

1-benzyl-3-hydroxymethyl-4-hydroxypyrrolidine

Methanesulfonic acid (3S,4R)-4-aminomethyl-1-benzyl-pyrrolidin-3-yl ester

Methanesulfonic acid (3S,4S)-1-benzyl-4-methanesulfonyloxymethyl-pyrrolidin-3-yl ester

Downstream raw materials:

(1S,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]heptane

1-(1R,5S)-3,6-Diaza-bicyclo[3.2.0]hept-6-yl-2,2,2-trifluoro-ethanone

3,6-diazabicyclo<3.2.0>heptane

7-((1R,5S)-3-Benzyl-3,6-diaza-bicyclo[3.2.0]hept-6-yl)-1-tert-butyl-6-fluoro-4-oxo-1,4-dihydro-[1,8]naphthyridine-3-carboxylic acid ethyl ester