1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate

Base Information

• Chemical Name: 1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate
• CAS No.: 811799-65-2
• Molecular Formula: C₁₉H₂₈FN₃O₃
• Molecular Weight: 365.448

Synonyms:1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate

Chemical Property of 1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate

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Technology Process of 1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate

There total 2 articles about 1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate 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:

4-[(1S)-1-(dimethylamino)ethyl]-2-fluoroaniline (811799-61-8) + tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate (40856-59-5,132957-40-5) → 1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate (811799-65-2)

Guidance literature:

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate; With trimethylaluminum; In dichloromethane; at 0 - 20 ℃;

4-[(1S)-1-(dimethylamino)ethyl]-2-fluoroaniline; With tributylphosphine; di-tert-butyl-diazodicarboxylate; In tetrahydrofuran; at 20 ℃;

DOI:10.1016/j.bmcl.2009.11.077

Reference yield:

1,1-dimethylethyl {(1S)-1-[({4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}amino)carbonyl]-3-hydroxypropyl}carbamate (811799-63-0) → 1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate (811799-65-2)

Guidance literature:

With tributylphosphine; 1,1'-azodicarbonyl-dipiperidine; In tetrahydrofuran; at 0 - 20 ℃; for 20.75h;

Reference yield:

1,1-dimethylethyl ((3S)-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-oxo-3-pyrrolidinyl)carbamate (811799-65-2) → (3S)-3-amino-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-pyrrolidinone (811799-67-4)

Guidance literature:

With hydrogenchloride; methanol; In 1,4-dioxane; at 20 ℃; for 18h;

upstream raw materials:

1,1-dimethylethyl {(1S)-1-[({4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}amino)carbonyl]-3-hydroxypropyl}carbamate

4-[(1S)-1-(dimethylamino)ethyl]-2-fluoroaniline

tert-butyl (3S)-2-oxotetrahydrofuran-3-ylcarbamate

Downstream raw materials:

(3S)-3-amino-1-{4-[(1S)-1-(dimethylamino)ethyl]-2-fluorophenyl}-2-pyrrolidinone

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