D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide

Base Information

• Chemical Name: D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide
• CAS No.: 785764-66-1
• Molecular Formula: C₂₆H₂₆N₄O₂S
• Molecular Weight: 458.584
• Mol file: 785764-66-1.mol

Synonyms:D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide

Chemical Property of D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide

There total 9 articles about D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide 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%

N-Boc-D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide (280781-39-7) → D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide (785764-66-1)

Guidance literature:

With hydrogenchloride; In ethyl acetate; at 20 ℃; for 3h;

DOI:10.1021/jm030025j

Reference yield:

5-(bromomethyl)thiophene-2-carbonitrile (134135-41-4) → D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide (785764-66-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NaH / tetrahydrofuran / 3 h

2: 2.4 g / HCl(g) / ethyl acetate / 0 - 20 °C

3: 86 percent / EDC; HOBT; Et₃N / dimethylformamide / 20 °C

4: 100 percent / HCl / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; In tetrahydrofuran; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm030025j

Reference yield:

2-bromo-5-methyl thiophene (765-58-2) → D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide (785764-66-1)

Guidance literature:

Multi-step reaction with 6 steps

1: dimethylformamide / Heating

2: 86 percent / N-bromosuccinimide; benzoyl peroxide / CCl₄ / 6 h / Heating

3: NaH / tetrahydrofuran / 3 h

4: 2.4 g / HCl(g) / ethyl acetate / 0 - 20 °C

5: 86 percent / EDC; HOBT; Et₃N / dimethylformamide / 20 °C

6: 100 percent / HCl / ethyl acetate / 3 h / 20 °C

With hydrogenchloride; N-Bromosuccinimide; sodium hydride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine; dibenzoyl peroxide; In tetrahydrofuran; tetrachloromethane; ethyl acetate; N,N-dimethyl-formamide;

DOI:10.1021/jm030025j

upstream raw materials:

N-Boc-D-diphenylalanyl-L-prolyl-[(5-cyano-2-thienyl)methyl]amide

2-bromo-5-methyl thiophene

2-cyano-5-methylthiophene

5-(bromomethyl)thiophene-2-carbonitrile

Downstream raw materials:

N-[2-(methoxycarbonyl)ethyl]-D-diphenylalanyl-L-propyl[(5-cyano-2-thienyl)methyl]amide

2-{[(1R)-2-((2S)-2{[({5-[amino(imino)methyl]-2-thienyl}methyl)amino]carbonyl}-pyrrolidinyl)-1-benzhydryl-2-oxoethyl]amino}acetic acid