((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester

Base Information

• Chemical Name: ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester
• CAS No.: 372487-29-1
• Molecular Formula: C₃₂H₃₇N₅O₉S
• Molecular Weight: 667.74
• Mol file: 372487-29-1.mol

Synonyms:

Chemical Property of ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester

There total 4 articles about ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl 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 2-[(2S)-1-[(2S)-2-[(benzyloxycarbonyl)amino]-3-(4-methoxyphenyl)propanoyl]-4-[2-(tert-butoxy)-2-oxoethyl]-3-oxopiperazinyl]acetate (213186-70-0) → ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester (372487-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / 10 percent Pd/C / methanol / 1 h / 20 °C

2: EDC / dimethylformamide / 1 h / 20 °C

With hydrogen; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; palladium on activated charcoal; In methanol; N,N-dimethyl-formamide;

DOI:10.1248/cpb.49.268

Reference yield:

4-(5-oxo-4,5-dihydro-1,2,4-thiadiazol-3-yl)benzoic acid (340736-89-2) + {(S)-1-[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester (169157-78-2) → ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester (372487-29-1)

Guidance literature:

With N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1248/cpb.49.268

Reference yield:

4-amidinobenzoic acid methyl ester hydrochloride (42823-73-4) → ((S)-4-tert-Butoxycarbonylmethyl-1-{(S)-3-(4-methoxy-phenyl)-2-[4-(5-oxo-4,5-dihydro-[1,2,4]thiadiazol-3-yl)-benzoylamino]-propionyl}-3-oxo-piperazin-2-yl)-acetic acid methyl ester (372487-29-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 44 percent / aq. Na₂CO₃ / CH₂Cl₂ / 1 h / 20 °C

2: 2 N aq. NaOH / methanol / 16 h / 20 °C

3: EDC / dimethylformamide / 1 h / 20 °C

With sodium hydroxide; sodium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1248/cpb.49.268

upstream raw materials:

4-(5-oxo-4,5-dihydro-1,2,4-thiadiazol-3-yl)benzoic acid

{(S)-1-[(S)-2-Amino-3-(4-methoxy-phenyl)-propionyl]-4-tert-butoxycarbonylmethyl-3-oxo-piperazin-2-yl}-acetic acid methyl ester

4-amidinobenzoic acid methyl ester hydrochloride

methyl 4-(5-oxo-4,5-dihydro-1,2,4-thiadiazol-3-yl)benzoate