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

Base Information

• Chemical Name: (1S,2R)-2-((S)-1-Amino-3-phenylselanyl-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide
• CAS No.: 171889-31-9
• Molecular Formula: C₂₃H₃₀N₂OSe
• Molecular Weight: 429.464
• Mol file: 171889-31-9.mol

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

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

There total 10 articles about (1S,2R)-2-((S)-1-Amino-3-phenylselanyl-propyl)-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:

sodium phenylselenide (23974-72-3) → (1S,2R)-2-((S)-1-Amino-3-phenylselanyl-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-31-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / ethanol / 15 h / Ambient temperature

2: pyridine / 1 h / Ambient temperature

3: 28percent aq. NH₄OH / 12 h / Ambient temperature

With pyridine; ammonium hydroxide; In ethanol;

DOI:10.1021/jm960495w

Reference yield:

(1S,2R)-2-Formyl-1-phenyl-cyclopropanecarboxylic acid diethylamide (172016-00-1) → (1S,2R)-2-((S)-1-Amino-3-phenylselanyl-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-31-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) LiHMDS / 1.) THF, hexane, -78 deg C, 20 min, 2.) THF, hexane, -78 deg C, 2 h

2: 96 percent / NaBH₄ / methanol / 1 h / Heating

3: 88 percent / pyridine / 1.5 h / 0 °C

4: 91 percent / NaN₃, Ph₃P, CBr₄ / dimethylformamide / 3 h / Ambient temperature

5: 99 percent / MeONa, MeOH / 15 h / Ambient temperature

6: 99 percent / Et₃N, DMAP / CH₂Cl₂ / 15 h / Ambient temperature

7: 85 percent / ethanol / 15 h / Ambient temperature

8: pyridine / 1 h / Ambient temperature

9: 28percent aq. NH₄OH / 12 h / Ambient temperature

With pyridine; methanol; dmap; ammonium hydroxide; sodium tetrahydroborate; sodium azide; carbon tetrabromide; sodium methylate; triethylamine; triphenylphosphine; lithium hexamethyldisilazane; In methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;

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-3-phenylselanyl-propyl)-1-phenyl-cyclopropanecarboxylic acid diethylamide (171889-31-9)

Guidance literature:

Multi-step reaction with 7 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

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

DOI:10.1021/jm960495w

upstream raw materials:

sodium phenylselenide

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

(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

Downstream raw materials:

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

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

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

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