6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide

Base Information

• Chemical Name: 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide
• CAS No.: 588688-22-6
• Molecular Formula: C₃₀H₃₉N₃O₅
• Molecular Weight: 521.657

Synonyms:6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide

Chemical Property of 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide

Chemical Property:

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Technology Process of 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide

There total 4 articles about 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide 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: 70.0%

(R)-3-[(S)-1-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-2-phenyl-ethylcarbamoyl]-5-methyl-hexanoic acid (515163-54-9) → 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide (588688-22-6)

Guidance literature:

With benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; at 50 ℃;

DOI:10.1016/S0960-894X(02)00622-4

Reference yield:

(R)-2-(2-(tert-butoxy)-2-oxoethyl)-4-methylpentanoic acid (112245-04-2) → 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide (588688-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC; HOBt; NMM / dimethylformamide

2: TFA / CH₂Cl₂

3: 70 percent / EDC; HOBt; DBU / dimethylformamide / 50 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00622-4

Reference yield:

6-((S)-2-Amino-3-phenyl-propionylamino)-hexanoic acid benzyloxy-amide → 6-[(S)-2-((R)-3-Isobutyl-2,5-dioxo-pyrrolidin-1-yl)-3-phenyl-propionylamino]-hexanoic acid benzyloxy-amide (588688-22-6)

Guidance literature:

Multi-step reaction with 3 steps

1: EDC; HOBt; NMM / dimethylformamide

2: TFA / CH₂Cl₂

3: 70 percent / EDC; HOBt; DBU / dimethylformamide / 50 °C

With 4-methyl-morpholine; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; 1,8-diazabicyclo[5.4.0]undec-7-ene; trifluoroacetic acid; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0960-894X(02)00622-4

upstream raw materials:

(R)-3-[(S)-1-(5-Benzyloxycarbamoyl-pentylcarbamoyl)-2-phenyl-ethylcarbamoyl]-5-methyl-hexanoic acid

(R)-2-(2-(tert-butoxy)-2-oxoethyl)-4-methylpentanoic acid

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