[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

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Chemical Name:[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester
CAS No.:473775-31-4
Molecular Formula:C₂₃H₃₄N₂O₃
Molecular Weight:386.535
Hs Code.:

Synonyms:[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

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Chemical Property of [(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

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Technology Process of [(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

There total 5 articles about [(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester 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: 34.0%

: 1779-49-3
Methyltriphenylphosphonium bromide

: 473775-30-3
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-2-formylethyl]-N,N-diethylcyclopropanecarboxamide

: 473775-31-4
[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Methyltriphenylphosphonium bromide; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - 0 ℃;

(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-2-formylethyl]-N,N-diethylcyclopropanecarboxamide; In tetrahydrofuran; hexane; at -40 ℃; for 0.166667h; Further stages.;
DOI:10.1039/b111540p

Reference yield:

: 24424-99-5
di-tert-butyl dicarbonate

: 473775-31-4
[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / H₂ / 10percent Pd/C / methanol / 12 h / 20 °C / atmospheric pressure

2.1: 71 percent / NaOMe / methanol / 1 h / 20 °C

3.1: 71 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 °C

4.1: BuLi / tetrahydrofuran; hexane / -78 - 0 °C

4.2: 34 percent / tetrahydrofuran; hexane / 0.17 h / -40 °C

With n-butyllithium; oxalyl dichloride; hydrogen; sodium methylate; dimethyl sulfoxide; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol; hexane; dichloromethane; 3.1: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1039/b111540p

Reference yield:

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

: 473775-31-4
[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-but-3-enyl]-carbamic acid tert-butyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 86 percent / H₂ / 10percent Pd/C / methanol / 12 h / 20 °C / atmospheric pressure

2.1: 71 percent / NaOMe / methanol / 1 h / 20 °C

3.1: 71 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 °C

4.1: BuLi / tetrahydrofuran; hexane / -78 - 0 °C

4.2: 34 percent / tetrahydrofuran; hexane / 0.17 h / -40 °C

With n-butyllithium; oxalyl dichloride; hydrogen; sodium methylate; dimethyl sulfoxide; triethylamine; 10percent Pd/C; In tetrahydrofuran; methanol; hexane; dichloromethane; 3.1: Swern oxidation / 4.2: Wittig reaction;
DOI:10.1039/b111540p