tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate

Base Information

• Chemical Name: tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate
• CAS No.: 1443792-20-8
• Molecular Formula: C₂₆H₃₀BrN₃O₃S
• Molecular Weight: 544.513
• Mol file: 1443792-20-8.mol

Synonyms:tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate

Chemical Property of tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate

There total 11 articles about tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate 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: 100.0%

(S)-tert-butyl 2-amino-3-(4-(5-bromopyrimidin-2-yl)phenyl)propanoate + 5-(tert-butyl)thiophene-2-carboxylic acid (29212-25-7) → tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate (1443792-20-8)

Guidance literature:

(S)-tert-butyl 2-amino-3-(4-(5-bromopyrimidin-2-yl)phenyl)propanoate; 5-(tert-butyl)thiophene-2-carboxylic acid; With N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at -5 - 25 ℃; for 0.5h; Large scale;

With O-(benzotriazol-1-yl)-N,N,N,N-tetramethyluroniumhexafluorophosphate; In N,N-dimethyl-formamide; at -5 - 0 ℃; for 0.5h; Large scale;

Reference yield: 63.0%

tert-butyl (S)-2-(5-(tert-butyl)thiophene-2-carboxamido)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate (1443792-19-5) + 5-bromo-2-iodopyrimidine (183438-24-6) → tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate (1443792-20-8)

Guidance literature:

With sodium hydrogencarbonate; In tetrahydrofuran; water; acetonitrile; at 120 ℃; for 1h; Microwave irradiation;

Reference yield:

tert-butyl N-(5-(tert-butyl)thiophene-2-carbonyl)-L-tyrosinate (1443792-17-3) → tert-butyl (S)-3-(4-(5-bromopyrimidin-2-yl)phenyl)-2-(5-(tert-butyl)thiophene-2-carboxamido)propanoate (1443792-20-8)

Guidance literature:

Multi-step reaction with 3 steps

1: N-ethyl-N,N-diisopropylamine / 18 h

2: potassium acetate; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride / dimethyl sulfoxide / 18 h / 100 °C / Inert atmosphere

3: sodium hydrogencarbonate / water; tetrahydrofuran; acetonitrile / 1 h / 120 °C / Microwave irradiation

With (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; potassium acetate; sodium hydrogencarbonate; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; water; dimethyl sulfoxide; acetonitrile;

upstream raw materials:

tert-butyl (S)-2-(5-(tert-butyl)thiophene-2-carboxamido)-3-(4-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)phenyl)propanoate

5-bromo-2-iodopyrimidine

5-(tert-butyl)thiophene-2-carboxylic acid

Tyr(tBu)

Downstream raw materials:

tert-butyl (S)-2-(5-(tert-butyl)thiophene-2-carboxamido)-3-(4-(5-(4-hydroxyphenyl)pyrimidin-2-yl)phenyl)propanoate

(S)-2-(5-(tert-butyl)thiophene-2-carboxamido)-3-(4-(5-(4-(decyloxy)phenyl)-pyrimidin-2-yl)phenyl)propanoic acid