(3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

Base Information

Chemical Name:(3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide
CAS No.:792903-64-1
Molecular Formula:C₁₉H₂₅N₃O₄
Molecular Weight:359.425
Hs Code.:

Synonyms:(3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

Chemical Property:

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Technology Process of (3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

There total 8 articles about (3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide 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: 98.0%

: 532393-80-9
(3S)-N-Boc-3-amino-β-phenylalanine-L-valine-(4S)-methylsuccinimide

: 792903-64-1
(3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

Guidance literature:: With trifluoroacetic acid; In dichloromethane; at 0 ℃; for 2h; Inert atmosphere;
DOI:10.1021/jm501082n

Reference yield:

: 2174-58-5
L-malic acid

: 792903-64-1
(3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

Guidance literature:: Multi-step reaction with 8 steps

1.1: acetyl chloride / 60 °C

2.1: N,N'-carbonyldiimidazole / CH₂Cl₂ / 0 - 45 °C

3.1: N,N'-carbonyldiimidazole / tetrahydrofuran

3.2: lithium hexamethyldisilazide / tetrahydrofuran / -65 °C

4.1: H₂ / Pd/C / ethanol

5.1: 2'-bromoacetophenone; triethylamine / acetonitrile

6.1: HCl / dioxane

7.1: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆; i-Pr₂EtN / CH₂Cl₂; dimethylformamide

8.1: HCl / dioxane

With hydrogenchloride; 2-bromophenyl methyl ketone; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; acetyl chloride; HATU; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2004.12.002

Reference yield:

: 6973-20-2
(S)-methylsuccinic anhydride

: 792903-64-1
(3S)-β-phenylalanine-L-valine-(4S)-methylsuccinimide

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N'-carbonyldiimidazole / CH₂Cl₂ / 0 - 45 °C

2.1: N,N'-carbonyldiimidazole / tetrahydrofuran

2.2: lithium hexamethyldisilazide / tetrahydrofuran / -65 °C

3.1: H₂ / Pd/C / ethanol

4.1: 2'-bromoacetophenone; triethylamine / acetonitrile

5.1: HCl / dioxane

6.1: O-(7-azabenzotriazol-1-yl)-N,N,N',N'-tetramethyluronium*PF₆; i-Pr₂EtN / CH₂Cl₂; dimethylformamide

7.1: HCl / dioxane

With hydrogenchloride; 2-bromophenyl methyl ketone; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; HATU; 1,1'-carbonyldiimidazole; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; ethanol; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/j.bmcl.2004.12.002