tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate

Base Information

• Chemical Name: tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate
• CAS No.: 1613475-50-5
• Molecular Formula: C₁₅H₂₁NO₂
• Molecular Weight: 247.337
• Mol file: 1613475-50-5.mol

Synonyms:tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate

Chemical Property of tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate

There total 2 articles about tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-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: 59.0%

(1S,2R)-1-methyl-2-phenyl-cyclopropanecarboxylic acid (10152-79-1,10258-87-4,10606-69-6,10606-82-3,13005-22-6,133124-29-5) + tert-butyl alcohol (75-65-0) → tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate (1613475-50-5)

Guidance literature:

With diphenyl phosphoryl azide; triethylamine; at 90 ℃; for 20h;

Reference yield:

ethyl (1S,2R)-1-methyl-2-phenylcyclopropane-1-carboxylate → tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate (1613475-50-5)

Guidance literature:

Multi-step reaction with 2 steps

1: water; lithium hydroxide / ethanol; tetrahydrofuran / 1 h / 0 - 115 °C / Microwave irradiation

2: diphenyl phosphoryl azide; triethylamine / 18 h / 90 °C

With diphenyl phosphoryl azide; water; triethylamine; lithium hydroxide; In tetrahydrofuran; ethanol; 2: |Curtius Rearrangement;

DOI:10.1016/j.ejmech.2014.08.068

Reference yield: 99.0%

tert-butyl-N-[(1S,2R)-1-methyl-2-phenyl-cyclopropyl]carbamate (1613475-50-5) + trifluoroacetic acid (76-05-1) → (1S,2R)-1-methyl-2-phenylcyclopropanamine 2,2,2-trifluoroacetic acid salt (1613473-31-6)

Guidance literature:

In dichloromethane; at 20 ℃;

DOI:10.1016/j.ejmech.2014.08.068

upstream raw materials:

(1S,2R)-1-methyl-2-phenyl-cyclopropanecarboxylic acid

tert-butyl alcohol

Downstream raw materials:

tert-butyl-N-[(1S,2R)-1-methyl-2-phenylcyclopropyl]-N-[2-(4-methylpiperazin-1-yl)-2-oxo-ethyl]carbamate

2-[[(1R,2R)-1-methyl-2-phenyl-cyclopropyl]amino]-1-(4-methylpiperazin-1-yl)ethanone

(1S,2R)-1-methyl-2-phenylcyclopropanamine 2,2,2-trifluoroacetic acid salt