(1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide

Base Information

• Chemical Name: (1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide
• CAS No.: 207387-13-1
• Molecular Formula: C₁₁H₁₄N₂O
• Molecular Weight: 190.245
• Mol file: 207387-13-1.mol

Synonyms:(1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide

Chemical Property of (1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide

There total 1 articles about (1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide 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: 60.0%

cis-2-methylcyclopropanecarboxylic acid (29667-48-9) + 1,2-diamino-benzene (95-54-5) → (1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide (207387-13-1)

Guidance literature:

With benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; triethylamine;

DOI:10.1016/S0040-4039(98)00318-9

Reference yield: 58.0%

(1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide (207387-13-1) → (1R,2S)-2-methylcyclopropanecarbothioic acid (2-aminophenyl)amide (207387-14-2)

Guidance literature:

With tetraphosphorus decasulfide; sodium carbonate;

DOI:10.1016/S0040-4039(98)00318-9

Reference yield:

(1R,2S)-2-methylcyclopropanecarboxylic acid (2-aminophenyl)amide (207387-13-1) → curacin A (155233-30-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 58 percent / P₄S₁₀; Na₂CO₃ / tetrahydrofuran / 17 h / 0 - 20 °C

2: NaNO₂; aq. AcOH / 0.5 h / 0 °C

3: 379 mg / dimethylformamide / 2 h / 0 °C

4: 50 percent / Burgess' reagent / tetrahydrofuran / 2 h

With tetraphosphorus decasulfide; Burgess Reagent; sodium carbonate; acetic acid; sodium nitrite; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1039/b206796j

upstream raw materials:

cis-2-methylcyclopropanecarboxylic acid

1,2-diamino-benzene

Downstream raw materials:

(1R,2S)-2-methylcyclopropanecarbothioic acid (2-aminophenyl)amide

curacin A

Refernces

• 1、 Muir, James C.,Pattenden, Gerald,Ye, Tao. "A concise total synthesis of (+)-curacin A, a novel cyclopropyl- substituted thiazoline from the cyanobacterium Lyngbya majuscula". . p. 2861 - 2864. Retrieved 2007/10/03.