(1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

Base Information

Chemical Name:(1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide
CAS No.:528587-60-2
Molecular Formula:C₁₇H₂₄N₄O₃S
Molecular Weight:364.469
Hs Code.:

Synonyms:(1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

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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 (1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

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Technology Process of (1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

There total 4 articles about (1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide 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: 54.0%

: 528587-58-8
(1R,2S)-1-phenylsulfonyl-2-[(S)-1-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

: 528587-60-2
(1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

: (1R,2S)-1-phenylsulfonyl-2-[(R)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With sodium azide; carbon tetrabromide; triphenylphosphine; In N,N,N,N,N,N-hexamethylphosphoric triamide; at 0 - 20 ℃; for 8.5h;
DOI:10.1016/S0968-0896(02)00346-2

Reference yield:

: 408348-28-7
(1R,5S)-1-(phenylsulfonyl)-3-oxabicyclo[3.1.0]hexan-2-one

: 528587-60-2
(1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 96.8 percent / AlCl₃ / CH₂Cl₂ / 5 h / 20 °C

2: 85.6 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2.5 h / -78 °C

3: 52.3 percent / tetrahydrofuran / 5 h / -20 °C

4: 29 percent / PPh₃; CBr₄; NaN₃ / hexamethylphosphoric acid triamide / 8.5 h / 0 - 20 °C

With aluminium trichloride; sodium azide; oxalyl dichloride; carbon tetrabromide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 2: Swern oxidation / 3: Grignard reaction;
DOI:10.1016/S0968-0896(02)00346-2

Reference yield:

: 408348-32-3
(1R,2S)-1-phenylsulfonyl-2-(hydroxymethyl)-N,N-diethylcyclopropanecarboxamide

: 528587-60-2
(1R,2S)-1-phenylsulfonyl-2-[(S)-1-azidopropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 85.6 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 2.5 h / -78 °C

2: 52.3 percent / tetrahydrofuran / 5 h / -20 °C

3: 29 percent / PPh₃; CBr₄; NaN₃ / hexamethylphosphoric acid triamide / 8.5 h / 0 - 20 °C

With sodium azide; oxalyl dichloride; carbon tetrabromide; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; 1: Swern oxidation / 2: Grignard reaction;
DOI:10.1016/S0968-0896(02)00346-2