(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

Base Information

Chemical Name:(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide
CAS No.:473775-34-7
Molecular Formula:C₂₃H₃₂N₂O₃
Molecular Weight:384.519
Hs Code.:

Synonyms:(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

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Chemical Property of (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

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Technology Process of (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

There total 6 articles about (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-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: 60.0%

: 473775-33-6
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-4,4-dibromobut-3-enyl]-N,N-diethylcyclopropanecarboxamide

: 473775-34-7
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -50 ℃; for 2h;
DOI:10.1039/b111540p

Reference yield:

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

: 473775-34-7
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / H₂ / 10percent Pd/C / methanol / 12 h / 20 °C / atmospheric pressure

2: 71 percent / NaOMe / methanol / 1 h / 20 °C

3: 71 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 °C

4: 61 percent / PPh₃ / CH₂Cl₂ / 0.08 h / 0 °C

5: 60 percent / BuLi / tetrahydrofuran; hexane / 2 h / -78 - -50 °C

With n-butyllithium; oxalyl dichloride; hydrogen; sodium methylate; dimethyl sulfoxide; triethylamine; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; methanol; hexane; dichloromethane; 3: Swern oxidation;
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

: 473775-34-7
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylaminobut-3-ynyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: Multi-step reaction with 5 steps

1: 86 percent / H₂ / 10percent Pd/C / methanol / 12 h / 20 °C / atmospheric pressure

2: 71 percent / NaOMe / methanol / 1 h / 20 °C

3: 71 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 °C

4: 61 percent / PPh₃ / CH₂Cl₂ / 0.08 h / 0 °C

5: 60 percent / BuLi / tetrahydrofuran; hexane / 2 h / -78 - -50 °C

With n-butyllithium; oxalyl dichloride; hydrogen; sodium methylate; dimethyl sulfoxide; triethylamine; triphenylphosphine; 10percent Pd/C; In tetrahydrofuran; methanol; hexane; dichloromethane; 3: Swern oxidation;
DOI:10.1039/b111540p