benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate

Base Information

• Chemical Name: benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate
• CAS No.: 1427523-91-8
• Molecular Formula: C₁₇H₁₅F₂NO₂
• Molecular Weight: 303.308
• Mol file: 1427523-91-8.mol

Synonyms:benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate

Chemical Property of benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate

There total 4 articles about benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate 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: 92.0%

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine (1006614-49-8,220352-38-5,1459719-81-3) + benzyl chloroformate (501-53-1,94274-21-2) → benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate (1427523-91-8)

Guidance literature:

With triethylamine; In ethyl acetate; for 1h; Cooling with ice;

Reference yield:

1,3-dioxoisoindolin-2-yl (1R,2R)-2-(3,4-difluorophenyl)cyclopropane-1-carboxylate → benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate (1427523-91-8)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium azide; hydrogenchloride / water; acetone / 16 h / 20 °C / Inert atmosphere

2: toluene / 2 h / 90 °C / Inert atmosphere

3: toluene / 16 h / 90 °C / Inert atmosphere

With hydrogenchloride; sodium azide; In water; acetone; toluene; 2: |Curtius Rearrangement;

DOI:10.1002/anie.201814123

Reference yield:

C10H7F2NO + benzyl alcohol (100-51-6,185532-71-2) → benzyl ((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate (1427523-91-8)

Guidance literature:

In toluene; at 90 ℃; for 16h; Inert atmosphere;

DOI:10.1002/anie.201814123

upstream raw materials:

(1R,2S)-2-(3,4-difluorophenyl)cyclopropanamine

benzyl chloroformate

benzyl alcohol

(1R,2R)-2-(3,4-difluorophenyl)cyclopropanecarbonyl azide

Downstream raw materials:

benzyl (6-chloro-5-nitro-2-(propylthio)pyrimidin-4-yl)((1R,2S)-2-(3,4-difluorophenyl)cyclopropyl)carbamate