(1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide

Base Information

Chemical Name:(1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide
CAS No.:172016-03-4
Molecular Formula:C₁₆H₂₂N₄O
Molecular Weight:286.377
Hs Code.:

Synonyms:(1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-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-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide

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Technology Process of (1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide

There total 6 articles about (1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-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: 86.0%

: 172016-01-2
(1S,2R)-1-phenyl-2-<(R)-1-hydroxyethyl>-N,N-diethylcyclopropanecarboxamide

: 172016-03-4
(1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With sodium azide; carbon tetrabromide; triphenylphosphine; In N,N-dimethyl-formamide; for 3h; Ambient temperature;
DOI:10.1021/jo9518056

Reference yield:

: 63106-93-4
1-phenyl-3-oxa-bicyclo[3.1.0]hexan-2-one

: 172016-03-4
(1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 6 steps

1: 1.) BuLi / 1) THF, hexane, 0 - -78 deg C; 2) THF, hexane, -78 deg C, 2 h

2: 1.) oxalyl chloride, DMSO, 2.) Et₃N / 1) CH₂Cl₂, -78 deg C, 2 h; 2) CH₂Cl₂, -78 deg C, 1 h

3: 93 percent / tetrahydrofuran / 2 h / -20 °C

4: 94 percent / PDC, molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

5: 90 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

6: 86 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

With dipyridinium dichromate; n-butyllithium; sodium azide; oxalyl dichloride; carbon tetrabromide; 4 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo9518056

Reference yield:

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

: 172016-03-4
(1S,2R)-1-phenyl-2-<(R)-1-azidoethyl>-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 4 steps

1: 93 percent / tetrahydrofuran / 2 h / -20 °C

2: 94 percent / PDC, molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

3: 90 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

4: 86 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

With dipyridinium dichromate; sodium azide; carbon tetrabromide; 4 A molecular sieve; diisobutylaluminium hydride; triphenylphosphine; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo9518056