(1R,2S)-N,N-diethyl-2-[(glycylamino)methyl]-1-phenylcyclopropanecarboxamide

Base Information

• Chemical Name: (1R,2S)-N,N-diethyl-2-[(glycylamino)methyl]-1-phenylcyclopropanecarboxamide
• CAS No.: 105310-25-6
• Molecular Formula: C₁₇H₂₅N₃O₂
• Molecular Weight: 303.404
• Mol file: 105310-25-6.mol

Synonyms:Cyclopropanecarboxamide,2-[[(aminoacetyl)amino]methyl]-N,N-diethyl-1-phenyl-, cis- (9CI)

Chemical Property of (1R,2S)-N,N-diethyl-2-[(glycylamino)methyl]-1-phenylcyclopropanecarboxamide

Chemical Property:

• Vapor Pressure: 3.28E-11mmHg at 25°C
• Boiling Point: 527.4°C at 760 mmHg
• Flash Point: 272.7°C
• Density: 1.133g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1R,2S)-N,N-diethyl-2-[(glycylamino)methyl]-1-phenylcyclopropanecarboxamide

There total 6 articles about (1R,2S)-N,N-diethyl-2-[(glycylamino)methyl]-1-phenylcyclopropanecarboxamide 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:

(1R,2S)-2-{[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetylamino]-methyl}-1-phenyl-cyclopropanecarboxylic acid diethylamide (105310-95-0) → (Z)-1-phenyl-2-<(glycylamino)methyl>-N,N-diethylcyclopropanecarboxamide (105310-25-6)

Guidance literature:

With hydrazine hydrate; In ethanol; for 2h; Yield given; Heating;

DOI:10.1021/jm00385a013

Reference yield:

(1S,2R)/(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylic acid (69160-63-0) → (Z)-1-phenyl-2-<(glycylamino)methyl>-N,N-diethylcyclopropanecarboxamide (105310-25-6)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / SOCl₂ / 2 h / Heating

2: diethyl ether / Ambient temperature

3: dimethylformamide / 2.5 h / 110 °C

4: H₂NNH₂ / ethanol / Heating

5: Et₃N / dioxane / 15 h / Ambient temperature

6: H₂NNH₂*H₂O / ethanol / 2 h / Heating

With thionyl chloride; hydrazine hydrate; triethylamine; hydrazine; In 1,4-dioxane; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00385a013

Reference yield:

(1S,2R)/(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylic acid chloride (105310-66-5) → (Z)-1-phenyl-2-<(glycylamino)methyl>-N,N-diethylcyclopropanecarboxamide (105310-25-6)

Guidance literature:

Multi-step reaction with 5 steps

1: diethyl ether / Ambient temperature

2: dimethylformamide / 2.5 h / 110 °C

3: H₂NNH₂ / ethanol / Heating

4: Et₃N / dioxane / 15 h / Ambient temperature

5: H₂NNH₂*H₂O / ethanol / 2 h / Heating

With hydrazine hydrate; triethylamine; hydrazine; In 1,4-dioxane; diethyl ether; ethanol; N,N-dimethyl-formamide;

DOI:10.1021/jm00385a013

upstream raw materials:

(1R,2S)-2-{[2-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-acetylamino]-methyl}-1-phenyl-cyclopropanecarboxylic acid diethylamide

(1S,2R)/(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylic acid

(1S,2R)/(1R,2S)-2-(bromomethyl)-1-phenylcyclopropanecarboxylic acid chloride

(Z)-1-phenyl-2-(bromomethyl)-N,N-diethylcyclopropanecarboxamide