(1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

Base Information

Chemical Name:(1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide
CAS No.:459143-55-6
Molecular Formula:C₂₇H₂₈N₄O
Molecular Weight:424.546
Hs Code.:

Synonyms:(1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

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Technology Process of (1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

There total 5 articles about (1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide 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: 43.0%

: 459143-49-8
(1S,2R)-1-phenyl-2-[(S)-1-hydroxypropyl]-N,N-dibenzylcyclopropanecarboxamide

: 459143-55-6
(1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

Guidance literature:: (1S,2R)-1-phenyl-2-[(S)-1-hydroxypropyl]-N,N-dibenzylcyclopropanecarboxamide; With carbon tetrabromide; triphenylphosphine; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 ℃; for 0.5h;

With sodium azide; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 20 ℃; for 6h;
DOI:10.1016/S0968-0896(02)00030-5

Reference yield:

: 63106-93-4,96847-52-8,96847-75-5,96847-53-9
(1S,5R)-1-phenyl-3-oxabicyclo[3.1.0]hexan-2-one

: 459143-55-6
(1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / AlCl₃ / CH₂Cl₂ / 24 h / 20 °C

2.1: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3.1: 90 percent / tetrahydrofuran; diethyl ether / 3 h / -15 °C

4.1: PPh₃CBr₄ / hexamethylphosphoric acid triamide / 0.5 h / 0 °C

4.2: 43 percent / NaN₃ / hexamethylphosphoric acid triamide / 6 h / 20 °C

With aluminium trichloride; oxalyl dichloride; carbon tetrabromide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; 2.1: Swern oxidation / 3.1: Grignard reaction;
DOI:10.1016/S0968-0896(02)00030-5

Reference yield:

: 103-49-1
dibenzylamine

: 459143-55-6
(1S,2R)-1-phenyl-2-[(S)-1-azidopropyl]-N,N-dibenzylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 91 percent / AlCl₃ / CH₂Cl₂ / 24 h / 20 °C

2.1: 97 percent / (COCl)2; DMSO; Et₃N / CH₂Cl₂ / -78 °C

3.1: 90 percent / tetrahydrofuran; diethyl ether / 3 h / -15 °C

4.1: PPh₃CBr₄ / hexamethylphosphoric acid triamide / 0.5 h / 0 °C

4.2: 43 percent / NaN₃ / hexamethylphosphoric acid triamide / 6 h / 20 °C

With aluminium trichloride; oxalyl dichloride; carbon tetrabromide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; dichloromethane; 2.1: Swern oxidation / 3.1: Grignard reaction;
DOI:10.1016/S0968-0896(02)00030-5