(+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide

Base Information

• Chemical Name: (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide
• CAS No.: 250698-58-9
• Molecular Formula: C₂₆H₂₈ClN₃O₄
• Molecular Weight: 481.979

Synonyms:(+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide

Chemical Property of (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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MSDS Files:

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Technology Process of (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide

There total 1 articles about (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide 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: 83.0%

succinic acid anhydride (108-30-5) + (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N-(2-aminoethyl)-3-isoquinolinecarboxamide dihydrochloride (109960-12-5,110012-98-1,110013-00-8) → (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide (250698-58-9)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In dichloromethane; at 24 ℃; for 1h;

DOI:10.1021/jo9911140

Reference yield: 88.0%

4-N-5'-O-bis(tert-butoxycarbonyl)gemcitabine (250698-54-5) + (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide (250698-58-9) → 4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine (250698-60-3)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 24 ℃; for 2h;

DOI:10.1021/jo9911140

Reference yield: 86.0%

tert-butyl (1-((2R,4R,5R)-4-((tert-butoxycarbonyl)oxy)-3,3-difluoro-5-(hydroxymethyl) tetrahydrofuran-2-yl)-2-oxo-1,2-dihydropyrimidin-4-yl)carbamate (250698-56-7) + (+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N[2-[N-(2-hydroxycarbonyl-ethylcarbonyl)aminoethyl]]-3-isoquinolinecarboxyamide (250698-58-9) → 4-N-3'-O-bis(tert-butoxycarbonyl)-5'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine (250698-61-4)

Guidance literature:

With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 24 ℃; for 2h;

DOI:10.1021/jo9911140

upstream raw materials:

succinic acid anhydride

(+/-)-1-(2-chlorophenyl)-N-(1-methylpropyl)-N-(2-aminoethyl)-3-isoquinolinecarboxamide dihydrochloride

Downstream raw materials:

3'-O-5'-O-bis(tert-butoxycarbonyl)-4-N-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

4-N-5'-O-bis(tert-butoxycarbonyl)-3'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

4-N-3'-O-bis(tert-butoxycarbonyl)-5'-O-[2-[2-[N-(1-methylpropyl),N-[1-(2-chlorophenyl)-isoquinoline-3-carbonyl]amino]ethylaminocarbonyl]ethylcarbonyl]gemcitabine

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