(S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester

Base Information

• Chemical Name: (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester
• CAS No.: 144163-70-2
• Molecular Formula: C₁₇H₂₀N₄O₅S
• Molecular Weight: 392.436
• Mol file: 144163-70-2.mol

Synonyms:(S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester

Chemical Property of (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester

There total 5 articles about (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester 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:

methyl (S)-(-)-2-isocyanato-3-methylbutyrate (30293-86-8) → (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester (144163-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 2.5 h / Ambient temperature

2: 0.5M aq. LiOH / dioxane / 2 h

3: EDC / tetrahydrofuran; dimethylformamide / 4 h

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00055a003

Reference yield:

L-valine methylester hydrochloride (6306-52-1) → (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester (144163-70-2)

Guidance literature:

Multi-step reaction with 4 steps

1: toluene / 6 h / 100 °C

2: CH₂Cl₂ / 2.5 h / Ambient temperature

3: 0.5M aq. LiOH / dioxane / 2 h

4: EDC / tetrahydrofuran; dimethylformamide / 4 h

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; toluene;

DOI:10.1021/jm00055a003

Reference yield:

2-<(N-methylamino)methyl>thiazole (144163-68-8) → (S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid 4-nitro-phenyl ester (144163-70-2)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂ / 2.5 h / Ambient temperature

2: 0.5M aq. LiOH / dioxane / 2 h

3: EDC / tetrahydrofuran; dimethylformamide / 4 h

With lithium hydroxide; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm00055a003

upstream raw materials:

4-nitro-phenol

(S)-3-Methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyric acid

methyl (S)-(-)-2-isocyanato-3-methylbutyrate

L-valine methylester hydrochloride

Downstream raw materials:

{4-[3-((S)-1-{(1S,3S,4S)-1-Benzyl-2,3-dihydroxy-4-[(S)-3-methyl-2-(3-methyl-3-thiazol-2-ylmethyl-ureido)-butyrylamino]-5-phenyl-pentylcarbamoyl}-2-methyl-propyl)-1-methyl-ureidomethyl]-thiazol-2-yl}-carbamic acid tert-butyl ester