(1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester

Base Information

• Chemical Name: (1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester
• CAS No.: 180322-78-5
• Molecular Formula: C₁₆H₂₁NO₄
• Molecular Weight: 291.347
• Mol file: 180322-78-5.mol

Synonyms:(1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester

Chemical Property of (1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester

There total 2 articles about (1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester 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:

(1S,2S)-(E)-1-carboxy-1-(methoxycarbonyl)-2-phenylcyclopropane (180322-77-4) → (1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester (180322-78-5)

Guidance literature:

Multi-step reaction with 2 steps

1: Et₃N, diphenylphosphoryl azide / 2-methyl-propan-2-ol; hexane / 18 h / Heating

2: 2-methyl-propan-2-ol; hexane / 2 h / Heating

With diphenylphosphoranyl azide; triethylamine; In hexane; tert-butyl alcohol;

DOI:10.1021/ja9604931

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) + (Z)-2,3-methanophenylalanine methyl ester (110769-86-3,123039-88-3,197778-15-7) → (1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester (180322-78-5)

Guidance literature:

In hexane; tert-butyl alcohol; for 2h; Yield given; Heating;

DOI:10.1021/ja9604931

Reference yield: 77.0%

(1S,2S)-1-tert-Butoxycarbonylamino-2-phenyl-cyclopropanecarboxylic acid methyl ester (180322-78-5) → (1S,2S)-(Z)-1-[N-[[(1,1-dimethylethyl)oxy]carbonyl]amino]-2-phenylcyclopropane-1-carboxylic acid (180322-79-6)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; for 18h; Ambient temperature;

DOI:10.1021/ja9604931

upstream raw materials:

di-tert-butyl dicarbonate

(Z)-2,3-methanophenylalanine methyl ester

(1S,2S)-(E)-1-carboxy-1-(methoxycarbonyl)-2-phenylcyclopropane

Downstream raw materials:

(1S,2S)-(Z)-1-[N-[[(1,1-dimethylethyl)oxy]carbonyl]amino]-2-phenylcyclopropane-1-carboxylic acid