(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

Base Information

Chemical Name:(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide
CAS No.:171889-28-4
Molecular Formula:C₁₇H₂₄N₄O₂
Molecular Weight:316.403
Hs Code.:

Synonyms:(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-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 (1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

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Technology Process of (1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

There total 5 articles about (1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-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: 99.0%

: 171889-27-3
2,2-Dimethyl-propionic acid (S)-3-azido-3-((1R,2S)-2-diethylcarbamoyl-2-phenyl-cyclopropyl)-propyl ester

: 171889-28-4
(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With methanol; sodium methylate; for 15h; Ambient temperature;
DOI:10.1021/jm960495w

Reference yield:

: 172016-00-1
(1S,2R)-2-Formyl-1-phenyl-cyclopropanecarboxylic acid diethylamide

: 171889-28-4
(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LiHMDS / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 2 h

2: 96 percent / NaBH₄ / methanol / 1 h / Heating

3: 88 percent / pyridine / 1.5 h / 0 °C

4: 91 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

5: 99 percent / MeONa, MeOH / 15 h / Ambient temperature

With pyridine; methanol; sodium tetrahydroborate; sodium azide; carbon tetrabromide; sodium methylate; triphenylphosphine; lithium hexamethyldisilazane; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm960495w

Reference yield:

: 171889-34-2
(1S,2R)-2-((S)-1,3-Dihydroxy-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

: 171889-28-4
(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 88 percent / pyridine / 1.5 h / 0 °C

2: 91 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

3: 99 percent / MeONa, MeOH / 15 h / Ambient temperature

With pyridine; methanol; sodium azide; carbon tetrabromide; sodium methylate; triphenylphosphine; In N,N-dimethyl-formamide;
DOI:10.1021/jm960495w