N₁-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide

Base Information

• Chemical Name: N₁-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide
• CAS No.: 215121-01-0
• Molecular Formula: C₃₇H₄₈N₈O₈S₃
• Molecular Weight: 829.035

Synonyms:

Chemical Property of N₁-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

Useful:

Technology Process of N₁-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide

There total 10 articles about N₁-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide 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: 84.4%

→ N1-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide (215121-01-0)

Guidance literature:

Reference yield:

4-carboxymethyl-3-oxo-2-(3-oxo-3-piperidin-1-yl-propyl)-3,4-dihydro-2H-pyrazine-1-carboxylic acid benzyl ester (548792-40-1) → N1-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide (215121-01-0)

Guidance literature:

Multi-step reaction with 5 steps

1: H₂; concd HCl / Pd(OH)2/C / ethanol

2: SOCl₂

3: DIEA / CH₂Cl₂

4: aq. LiOH / tetrahydrofuran

5: BOP; DIEA / dimethylformamide

With hydrogenchloride; lithium hydroxide; thionyl chloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)01038-7

Reference yield:

[(2-benzyloxycarbonylamino-5-oxo-5-piperidin-1-yl-pentanoyl)-(2,2-dimethoxy-ethyl)-amino]-acetic acid tert-butyl ester → N1-[(1S)-4-[(imino{[(4-methylphenyl)sulfonyl]amino}methyl)amino]-1-(1,3-thiazol-2-ylcarbonyl)butyl]-2-[(3R)-4-(benzylsulfonyl)-2-oxo-3-(3-oxo-3-piperidinopropyl)hexahydro-1-pyrazinyl]acetamide (215121-01-0)

Guidance literature:

Multi-step reaction with 6 steps

1: aq. TFA

2: H₂; concd HCl / Pd(OH)2/C / ethanol

3: SOCl₂

4: DIEA / CH₂Cl₂

5: aq. LiOH / tetrahydrofuran

6: BOP; DIEA / dimethylformamide

With hydrogenchloride; lithium hydroxide; thionyl chloride; hydrogen; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; palladium dihydroxide; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)01038-7

upstream raw materials:

Arg(Tos)-thiazole

Boc-Arg(Tos)-OH

N^α-Boc-N^ω-tosylarginine N,O-dimethylamide

4-carboxymethyl-3-oxo-2-(3-oxo-3-piperidin-1-yl-propyl)-3,4-dihydro-2H-pyrazine-1-carboxylic acid benzyl ester

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