tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate

Base Information

• Chemical Name: tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate
• CAS No.: 1429504-06-2
• Molecular Formula: C₂₉H₃₄N₆O₃
• Molecular Weight: 514.627
• Mol file: 1429504-06-2.mol

Synonyms:tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate

Chemical Property of tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate

There total 3 articles about tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}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: 85.0%

phenethyl azide (6926-44-9) + C21H25N3O3 (1429504-08-4) → tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate (1429504-06-2)

Guidance literature:

With copper(ll) sulfate pentahydrate; sodium L-ascorbate; In ethanol; at 20 ℃; for 3h;

DOI:10.1016/j.bmc.2013.07.034

Reference yield:

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4-iodo-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester (680227-80-9) → tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate (1429504-06-2)

Guidance literature:

Multi-step reaction with 3 steps

1: bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine / 20 °C

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

3: copper(ll) sulfate pentahydrate; sodium L-ascorbate / ethanol / 3 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; sodium L-ascorbate; triethylamine; In tetrahydrofuran; ethanol; 1: |Sonogashira Cross-Coupling;

DOI:10.1016/j.bmc.2013.07.034

Reference yield:

C24H33N3O3Si (1429503-68-3) → tert-butyl {(S)-1-[(S)-2-cyanopyrrolidin-1-yl]-1-oxo-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propan-2-yl}carbamate (1429504-06-2)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrabutyl ammonium fluoride / tetrahydrofuran / 20 °C

2: copper(ll) sulfate pentahydrate; sodium L-ascorbate / ethanol / 3 h / 20 °C

With copper(ll) sulfate pentahydrate; tetrabutyl ammonium fluoride; sodium L-ascorbate; In tetrahydrofuran; ethanol;

DOI:10.1016/j.bmc.2013.07.034

upstream raw materials:

[(S)-2-((S)-2-Cyano-pyrrolidin-1-yl)-1-(4-iodo-benzyl)-2-oxo-ethyl]-carbamic acid tert-butyl ester

C₂₄H₃₃N₃O₃Si

phenethyl azide

C₂₁H₂₅N₃O₃

Downstream raw materials:

(S)-1-{(S)-2-amino-3-[4-(1-phenethyl-1H-1,2,3-triazol-4-yl)phenyl]propanoyl}pyrrolidine-2-carbonitrile hydrochloride