(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

Base Information

Chemical Name:(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide
CAS No.:473775-28-9
Molecular Formula:C₂₇H₄₂N₂O₅
Molecular Weight:474.641
Hs Code.:

Synonyms:(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

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Chemical Property of (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

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Technology Process of (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

There total 1 articles about (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-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%

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

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

: 473775-28-9
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With hydrogen; 10percent Pd/C; In methanol; at 20 ℃; for 12h; atmospheric pressure;
DOI:10.1039/b111540p

Reference yield: 71.0%

: 473775-28-9
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

: 473775-29-0
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide

Guidance literature:: With sodium methylate; In methanol; at 20 ℃; for 1h;
DOI:10.1039/b111540p

Reference yield:

: 473775-28-9
(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide

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

Guidance literature:: Multi-step reaction with 4 steps

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

2: 71 percent / oxalyl chloride; DMSO; Et₃N / CH₂Cl₂ / 1.17 h / -78 °C

3: 61 percent / PPh₃ / CH₂Cl₂ / 0.08 h / 0 °C

4: 60 percent / BuLi / tetrahydrofuran; hexane / 2 h / -78 - -50 °C

With n-butyllithium; oxalyl dichloride; sodium methylate; dimethyl sulfoxide; triethylamine; triphenylphosphine; In tetrahydrofuran; methanol; hexane; dichloromethane; 2: Swern oxidation;
DOI:10.1039/b111540p