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

Base Information

• Chemical Name: 1-<(benzyloxycarbonylleucylglycyl)amino>-1-(2-phenylsulfone-1-oxoethyl)cyclopropane
• CAS No.: 161521-12-6
• Molecular Formula: C₂₇H₃₃N₃O₇S
• Molecular Weight: 543.641
• Mol file: 161521-12-6.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 3 articles about 1-<(benzyloxycarbonylleucylglycyl)amino>-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: 43.0%

N-(N-benzyloxycarbonyl-L-leucyl)-glycine (2706-38-9) + 1-amino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (163134-09-6) → 1-<(benzyloxycarbonylleucylglycyl)amino>-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-12-6)

Guidance literature:

With 4-methyl-morpholine; isobutyl chloroformate; In tetrahydrofuran; N,N-dimethyl-formamide; for 6h; Ambient temperature;

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

Reference yield:

methylphenylsulfonate (3112-85-4) → 1-<(benzyloxycarbonylleucylglycyl)amino>-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-12-6)

Guidance literature:

Multi-step reaction with 3 steps

1: 66 percent / i-Pr₂NH, n-BuLi / tetrahydrofuran / 0.5 h / -5 °C

2: 51 percent / conc. HCl / methanol; ethyl acetate

3: 43 percent / N-methylmorpholine, isobutylchlorocarbonate / tetrahydrofuran; dimethylformamide / 6 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; n-butyllithium; diisopropylamine; isobutyl chloroformate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

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

Reference yield:

1-t-butyloxycarbonylamino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-11-5) → 1-<(benzyloxycarbonylleucylglycyl)amino>-1-(2-phenylsulfone-1-oxoethyl)cyclopropane (161521-12-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 51 percent / conc. HCl / methanol; ethyl acetate

2: 43 percent / N-methylmorpholine, isobutylchlorocarbonate / tetrahydrofuran; dimethylformamide / 6 h / Ambient temperature

With 4-methyl-morpholine; hydrogenchloride; isobutyl chloroformate; In tetrahydrofuran; methanol; ethyl acetate; N,N-dimethyl-formamide;

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

upstream raw materials:

N-(N-benzyloxycarbonyl-L-leucyl)-glycine

1-amino-1-(2-phenylsulfone-1-oxoethyl)cyclopropane

methylphenylsulfonate

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