(1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Base Information

Chemical Name:(1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide
CAS No.:213018-80-5
Molecular Formula:C₂₀H₂₉NO₂Si
Molecular Weight:343.541
Hs Code.:

Synonyms:(1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

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Chemical Property of (1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

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Technology Process of (1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

There total 1 articles about (1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide 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:

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

: 1066-54-2
trimethylsilylacetylene

: (1S,2R)-2-((S)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

: 213018-80-5
(1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Guidance literature:: With n-butyllithium; Yield given. Multistep reaction. Yields of byproduct given; 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h;
DOI:10.1021/jm980238m

Reference yield: 78.0%

: 213018-80-5
(1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

: 213018-85-0
(1S,2R)-2-((R)-1-Azido-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Guidance literature:: With sodium azide; carbon tetrabromide; triphenylphosphine; In N,N-dimethyl-formamide; for 3h; Ambient temperature;
DOI:10.1021/jm980238m

Reference yield:

: 213018-80-5
(1S,2R)-2-((R)-1-Hydroxy-3-trimethylsilanyl-prop-2-ynyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

: 171889-07-9
(1S,2R)-1-phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 3 steps

1: 78 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

2: 1.) Ph₃P, pyridine, 2.) 28percent aq. NH₄OH / 1.) RT, 30 min, 2.) RT, 36 h

3: 74 percent / H₂ / 10percent Pd/C / methanol / 2 h / 760 Torr / Ambient temperature

With pyridine; ammonium hydroxide; sodium azide; carbon tetrabromide; hydrogen; triphenylphosphine; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;
DOI:10.1021/jm980238m