(S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate

Base Information

• Chemical Name: (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate
• CAS No.: 1352151-95-1
• Molecular Formula: C₂₆H₃₀N₄O₄
• Molecular Weight: 462.549
• Mol file: 1352151-95-1.mol

Synonyms:(S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate

Chemical Property of (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate

There total 6 articles about (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate 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:

N-Boc-4-I-Phe-OH (103882-09-3,62129-44-6) → (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate (1352151-95-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethylmorpholine; / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 16 h / 0 - 28 °C

2.1: potassium carbonate / dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II) / 1,4-dioxane; water / 18 h / 75 °C / Inert atmosphere

3.1: trifluoroacetic acid / dichloromethane

4.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 48 h / 17 - 28 °C

With N-ethylmorpholine;; potassium carbonate; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; dichloro[1,1'-bis(di-t-butylphosphino)ferrocene]palladium(II); In 1,4-dioxane; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

1-aminocyclobutane-1-carboxylic acid (22264-50-2) → (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate (1352151-95-1)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / water; tetrahydrofuran / 72 h / 17 - 28 °C

2: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 48 h / 17 - 28 °C

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; triethylamine; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; N,N-dimethyl-formamide;

Reference yield:

(S)-2-amino-3-(4'-cyanobiphenyl-4-yl)propanamide (1254318-97-2) + 1-[(tert-butoxycarbonyl)amino]cyclobutanecarboxylic acid (120728-10-1) → (S)-tert-butyl 1-(1-amino-3-(4'-cyanobiphenyl-4-yl)-1-oxopropan-2-ylcarbamoyl)cyclobutylcarbamate (1352151-95-1)

Guidance literature:

With O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 17 - 28 ℃; for 48h;

upstream raw materials:

di-tert-butyl dicarbonate

(S)-2-amino-3-(4'-cyanobiphenyl-4-yl)propanamide

1-[(tert-butoxycarbonyl)amino]cyclobutanecarboxylic acid

N-Boc-4-I-Phe-OH

Downstream raw materials:

(S)-tert-butyl 1-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethylcarbamoyl)cyclobutylcarbamate

(S)-1-amino-N-(1-cyano-2-(4'-cyanobiphenyl-4-yl)ethyl)cyclobutanecarboxamide

Refernces