(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

Base Information

Chemical Name:(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid
CAS No.:1445984-60-0
Molecular Formula:C₃₂H₃₈Cl₂N₄O₆S
Molecular Weight:677.649
Hs Code.:

(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

Synonyms:(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

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Chemical Property of (2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

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Technology Process of (2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

There total 15 articles about (2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid 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: 56.0%

: (4S)-4-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]-5-methoxy-5-oxopentanoic acid

: 1445984-60-0
(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

Guidance literature:: With lithium hydroxide monohydrate; water; In tetrahydrofuran; at 25 ℃; for 1h;
DOI:10.1021/acs.jmedchem.8b00308

Reference yield:

: 1445985-48-7
1-cyclopropyl-4-[[(4R)-1,3-thiazolidin-4-yl]carbonyl]-1,2,3,4-tetrahydroquinoxaline

: 1445984-60-0
(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

Guidance literature:: Multi-step reaction with 5 steps

1: potassium carbonate / N,N-dimethyl-formamide / 60 °C

2: lithium hydroxide monohydrate; water / tetrahydrofuran / 6 h

3: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 30 °C

4: triethylamine / N,N-dimethyl-formamide / 2 h / 50 °C

5: lithium hydroxide monohydrate; water / tetrahydrofuran / 1 h / 25 °C

With dmap; lithium hydroxide monohydrate; water; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1021/acs.jmedchem.8b00308

Reference yield:

: 381229-84-1
2,5-dichloro-4-formylphenyl trilluoromethanesulfonate

: 1445984-60-0
(2S)-2-[5-(2,5-dichloro-4-[[(4R)-4-[(4-cyclopropyl-1,2,3,4-tetrahydroquinoxalin-1-yl)carbonyl]-1,3-thiazolidin-3-yl]methyl]phenyl)pentanamido]pentanedioic acid

Guidance literature:: Multi-step reaction with 9 steps

1: N-ethyl-N,N-diisopropylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / N,N-dimethyl-formamide

2: hydrogen; rhodium contaminated with carbon / ethyl acetate

3: sodium tetrahydroborate / methanol / 2 h / 0 - 5 °C

4: triphenylphosphine; N-Bromosuccinimide / dichloromethane; tetrahydrofuran / 1 h / 0 °C

5: potassium carbonate / N,N-dimethyl-formamide / 60 °C

6: lithium hydroxide monohydrate; water / tetrahydrofuran / 6 h

7: dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / N,N-dimethyl-formamide / 30 °C

8: triethylamine / N,N-dimethyl-formamide / 2 h / 50 °C

9: lithium hydroxide monohydrate; water / tetrahydrofuran / 1 h / 25 °C

With dmap; bis-triphenylphosphine-palladium(II) chloride; sodium tetrahydroborate; N-Bromosuccinimide; copper(l) iodide; lithium hydroxide monohydrate; rhodium contaminated with carbon; water; hydrogen; potassium carbonate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 1: |Sonogashira Cross-Coupling;
DOI:10.1021/acs.jmedchem.8b00308