Cyclopropanecarboxamide, 2,2-dimethyl-3-phenyl-, (1R,3R)-

Base Information

• Chemical Name: Cyclopropanecarboxamide, 2,2-dimethyl-3-phenyl-, (1R,3R)-
• CAS No.: 494846-56-9
• Molecular Formula: C12H15NO
• Molecular Weight: 189.257
• Mol file: 494846-56-9.mol

Synonyms:

Chemical Property of Cyclopropanecarboxamide, 2,2-dimethyl-3-phenyl-, (1R,3R)-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclopropanecarboxamide, 2,2-dimethyl-3-phenyl-, (1R,3R)-

There total 3 articles about Cyclopropanecarboxamide, 2,2-dimethyl-3-phenyl-, (1R,3R)- 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: 86.0%

(+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxylic acid (494846-26-3) → (+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxamide (494846-56-9)

Guidance literature:

(+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxylic acid; With thionyl chloride; at 20 ℃; for 2h;

With ammonium hydroxide; at 0 ℃; Further stages.;

DOI:10.1021/jo026490q

Reference yield: 40.0%

(+/-)-trans-2,2-dimethyl-3-phenylcyclopropanecarbonitrile (99647-67-3,99647-68-4) → (+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxylic acid (494846-26-3) + (-)-trans-(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarboxamide (93085-88-2) + (-)-trans-(1S,3S)-2,2-dimethyl-3-phenylcyclopropanecarbonitrile + (+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxamide (494846-56-9)

Guidance literature:

With Rhodococcus sp. AJ₂₇₀ cells; In phosphate buffer; at 30 ℃; for 4h; pH=7.0;

DOI:10.1021/jo026490q

Reference yield:

(+/-)-trans-2,2-dimethyl-3-phenylcyclopropanecarbonitrile (99647-67-3,99647-68-4) → (+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxamide (494846-56-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 46 percent / Rhodococcus sp. AJ₂₇₀ cells / aq. phosphate buffer / 30 h / 30 °C / pH 7.0

2.1: SOCl₂ / 2 h / 20 °C

2.2: 86 percent / aq. NH₃ / 0 °C

With thionyl chloride; Rhodococcus sp. AJ₂₇₀ cells; In phosphate buffer;

DOI:10.1021/jo026490q

upstream raw materials:

(+)-trans-(1R,3R)-2,2-dimethyl-3-phenylcyclopropanecarboxylic acid

(+/-)-trans-2,2-dimethyl-3-phenylcyclopropanecarbonitrile

Refernces