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

Base Information

• Chemical Name: (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide
• CAS No.: 473775-29-0
• Molecular Formula: C₂₂H₃₄N₂O₄
• Molecular Weight: 390.523

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

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

There total 3 articles about (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-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: 71.0%

(1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-(pivaloyloxy)propyl]-N,N-diethylcyclopropanecarboxamide (473775-28-9) → (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide (473775-29-0)

Guidance literature:

With sodium methylate; In methanol; at 20 ℃; for 1h;

DOI:10.1039/b111540p

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide (473775-29-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With hydrogen; sodium methylate; 10percent Pd/C; In methanol;

DOI:10.1039/b111540p

Reference yield:

2,2-Dimethyl-propionic acid (S)-3-azido-3-((1R,2S)-2-diethylcarbamoyl-2-phenyl-cyclopropyl)-propyl ester (171889-27-3) → (1S,2R)-1-phenyl-2-[(S)-1-tert-butoxycarbonylamino-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide (473775-29-0)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With hydrogen; sodium methylate; 10percent Pd/C; In methanol;

DOI:10.1039/b111540p

upstream raw materials:

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

di-tert-butyl dicarbonate

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

Downstream raw materials:

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

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

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

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

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