1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane

Base Information

• Chemical Name: 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane
• CAS No.: 161521-11-5
• Molecular Formula: C₁₆H₂₁NO₅S
• Molecular Weight: 339.412
• Mol file: 161521-11-5.mol

Synonyms:1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane

Chemical Property of 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane

There total 3 articles about 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane 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: 66.0%

methylphenylsulfonate (3112-85-4) + 1-<(t-butoxycarbonyl)amino>cyclopropane-1-carbonyl-N,O-dimethylhydroxylamide (161521-10-4) → 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-11-5)

Guidance literature:

With n-butyllithium; diisopropylamine; In tetrahydrofuran; at -5 ℃; for 0.5h;

DOI:10.1016/S0040-4020(01)85539-3

Reference yield:

1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid (88950-64-5) → 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-11-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / dicyclohexylcarbodiimide, Et₃N / acetonitrile; CH₂Cl₂ / 72 h / Ambient temperature

2: 66 percent / i-Pr₂NH, n-BuLi / tetrahydrofuran / 0.5 h / -5 °C

With n-butyllithium; triethylamine; diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0040-4020(01)85539-3

Reference yield:

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → 1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-11-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / Et₃N / dioxane; H₂O / Ambient temperature

2: 73 percent / dicyclohexylcarbodiimide, Et₃N / acetonitrile; CH₂Cl₂ / 72 h / Ambient temperature

3: 66 percent / i-Pr₂NH, n-BuLi / tetrahydrofuran / 0.5 h / -5 °C

With n-butyllithium; triethylamine; diisopropylamine; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; water; acetonitrile;

DOI:10.1016/S0040-4020(01)85539-3

upstream raw materials:

methylphenylsulfonate

1-<(t-butoxycarbonyl)amino>cyclopropane-1-carbonyl-N,O-dimethylhydroxylamide

1-<(tert-butyloxy)carbonylamino>cyclopropane-1-carboxylic acid

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

Downstream raw materials:

1-<(benzyloxycarbonylleucylglycyl)amino>-1-(2-phenylsulfone-1-oxoethyl)cyclopropane