(2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide)

Base Information

• Chemical Name: (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide)
• CAS No.: 1013405-02-1
• Molecular Formula: C₂₂H₂₆N₄O₂
• Molecular Weight: 378.474

Synonyms:(2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide)

Chemical Property of (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide)

Chemical Property:

Purity/Quality:

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Technology Process of (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide)

There total 3 articles about (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide) 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: 85.0%

(2S,2′S)-di-tert-butyl 2,2′-(([1,1′-biphenyl]4,4′diylbis(azanediyl))bis(carbonyl))bis(pyrrolidine-1-carboxylate) (1512624-36-0) → (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide) (1013405-02-1)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 4h; Reflux; Inert atmosphere;

DOI:10.1016/j.bmcl.2014.03.015

Reference yield:

1-(tert-butoxycarbonyl)-L-proline (15761-39-4,59433-50-0) → (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide) (1013405-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane

2: trifluoroacetic acid / dichloromethane

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.ejmech.2015.06.033

Reference yield:

p,p'-diaminobiphenyl (92-87-5) → (2S,2′S)-N,N'-([1,1′-biphenyl]-4,4′-diyl)bis(pyrrolidine-2-carboxamide) (1013405-02-1)

Guidance literature:

Multi-step reaction with 2 steps

1: N-(3-dimethylaminopropyl)-N-ethylcarbodiimide / dichloromethane

2: trifluoroacetic acid / dichloromethane

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1016/j.ejmech.2015.06.033

upstream raw materials:

(2S,2′S)-di-tert-butyl 2,2′-(([1,1′-biphenyl]4,4′diylbis(azanediyl))bis(carbonyl))bis(pyrrolidine-1-carboxylate)

p,p'-diaminobiphenyl

1-(tert-butoxycarbonyl)-L-proline

Downstream raw materials:

dimethyl ((1R,1′R)-((2S,2′S)-(([1,1′-biphenyl]-4,4′-diylbis(azanediyl))bis(carbonyl))bis(pyrrolidine-2,1-diyl))bis(2-oxo-1-phenylethane-2,1-diyl))dicarbamate

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