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

Base Information

Chemical Name:(1S,2R)-1-phenyl-2-<(R)-1-hydroxypropyl>-N,N-diethylcyclopropanecarboxamide
CAS No.:172016-02-3
Molecular Formula:C₁₇H₂₅NO₂
Molecular Weight:275.391
Hs Code.:

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

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Chemical Property of (1S,2R)-1-phenyl-2-<(R)-1-hydroxypropyl>-N,N-diethylcyclopropanecarboxamide

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

There total 6 articles about (1S,2R)-1-phenyl-2-<(R)-1-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: 95.0%

: 171889-18-2
(1S,2R)-1-phenyl-2-propanoyl-N,N-diethylcyclopropanecarboxamide

: 172016-02-3
(1S,2R)-1-phenyl-2-<(R)-1-hydroxypropyl>-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With diisobutylaluminium hydride; In tetrahydrofuran; hexane; at -78 ℃; for 1h;
DOI:10.1021/jo9518056

Reference yield: 56.0%

: 171889-18-2
(1S,2R)-1-phenyl-2-propanoyl-N,N-diethylcyclopropanecarboxamide

: 172016-02-3
(1S,2R)-1-phenyl-2-<(R)-1-hydroxypropyl>-N,N-diethylcyclopropanecarboxamide

: 171889-14-8
(1S,2R)-2-((S)-1-Hydroxy-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Guidance literature:: With sodium tetrahydroborate; In methanol; for 2h; Ambient temperature; further reagent: L-selectride;
DOI:10.1021/jo9518056

Reference yield:

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

: 172016-02-3
(1S,2R)-1-phenyl-2-<(R)-1-hydroxypropyl>-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 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: 90 percent / tetrahydrofuran / 2 h / -20 °C

4: 87 percent / PDC, molecular sieves 4 Angstroem / CH₂Cl₂ / 2 h / Ambient temperature

5: 95 percent / DIBAL-H / tetrahydrofuran; hexane / 1 h / -78 °C

With dipyridinium dichromate; n-butyllithium; oxalyl dichloride; 4 A molecular sieve; diisobutylaluminium hydride; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/jo9518056