(1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Base Information

• Chemical Name: (1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide
• CAS No.: 171889-11-5
• Molecular Formula: C₁₇H₂₄N₂O
• Molecular Weight: 272.39
• Mol file: 171889-11-5.mol

Synonyms:(1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Chemical Property of (1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

There total 11 articles about (1S,2R)-2-((S)-1-Amino-allyl)-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:

[(S)-1-((1R,2S)-2-Diethylcarbamoyl-2-phenyl-cyclopropyl)-allyl]-carbamic acid tert-butyl ester (171889-33-1) → (1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-11-5)

Guidance literature:

With trifluoroacetic acid; In methanol; for 15h; Ambient temperature;

DOI:10.1021/jm960495w

Reference yield:

(1S,2R)-2-((S)-1,3-Dihydroxy-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-34-2) → (1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-11-5)

Guidance literature:

Multi-step reaction with 10 steps

1: 88 percent / pyridine / 1.5 h / 0 °C

2: 91 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

3: 99 percent / MeONa, MeOH / 15 h / Ambient temperature

4: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

5: 85 percent / ethanol / 15 h / Ambient temperature

6: pyridine / 1 h / Ambient temperature

7: 28percent aq. NH₄OH / 12 h / Ambient temperature

8: 92 percent / CH₂Cl₂ / 5 h / Ambient temperature

9: 95 percent / 30percent aq. H₂O₂ / tetrahydrofuran / 120 h / Ambient temperature

10: 90percent aq. TFA / methanol / 15 h / Ambient temperature

With pyridine; methanol; dmap; ammonium hydroxide; sodium azide; carbon tetrabromide; dihydrogen peroxide; sodium methylate; triethylamine; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm960495w

Reference yield:

(1S,2R)-1-phenyl-2-[(S)-1-azido-3-hydroxypropyl]-N,N-diethylcyclopropanecarboxamide (171889-28-4) → (1S,2R)-2-((S)-1-Amino-allyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-11-5)

Guidance literature:

Multi-step reaction with 7 steps

1: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

2: 85 percent / ethanol / 15 h / Ambient temperature

3: pyridine / 1 h / Ambient temperature

4: 28percent aq. NH₄OH / 12 h / Ambient temperature

5: 92 percent / CH₂Cl₂ / 5 h / Ambient temperature

6: 95 percent / 30percent aq. H₂O₂ / tetrahydrofuran / 120 h / Ambient temperature

7: 90percent aq. TFA / methanol / 15 h / Ambient temperature

With pyridine; dmap; ammonium hydroxide; dihydrogen peroxide; triethylamine; trifluoroacetic acid; In tetrahydrofuran; methanol; ethanol; dichloromethane;

DOI:10.1021/jm960495w

upstream raw materials:

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

(1S,2R)-2-((S)-1,3-Dihydroxy-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

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

(1S,2R)-2-((S)-1-Amino-3-phenylselanyl-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide

Downstream raw materials:

(1S,2R)-1-phenyl-2-[(S)-1-aminopropyl]-N,N-diethylcyclopropanecarboxamide