ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate

Base Information

• Chemical Name: ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate
• CAS No.: 226922-61-8
• Molecular Formula: C₄₈H₅₃N₅O₇
• Molecular Weight: 811.978

Synonyms:ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate

Chemical Property of ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate

Chemical Property:

Purity/Quality:

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Technology Process of ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate

There total 5 articles about ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate 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:

N-tert-butoxycarbonyl-L-leucine (13139-15-6,53296-34-7) → ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate (226922-61-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) aq. HCl, 2.) HOBt, 4-methylmorpholine, EDC / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 23 deg C, overnight

2: 1.) aq. HCl, 2.) Et₃N / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 0 deg C, 30 min

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine;

DOI:10.1016/S0968-0896(99)00005-X

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate (226922-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) aq. HCl, 2.) HOBt, 4-methylmorpholine, EDC / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 23 deg C, overnight

2: 1.) aq. HCl, 2.) HOBt, 4-methylmorpholine, EDC / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 23 deg C, overnight

3: 1.) aq. HCl, 2.) Et₃N / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 0 deg C, 30 min

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine;

DOI:10.1016/S0968-0896(99)00005-X

Reference yield:

(S,E)-ethyl 4-(tert-butoxycarbonylamino)-7-oxo-7-(tritylamino)-hept-2-enoate (199005-58-8) → ethyl-3-<(5'-methylisoxazole-3'-carbonyl)-L-leu-L-Phe-L-(Tr-Gln)>-E-propenoate (226922-61-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) aq. HCl, 2.) HOBt, 4-methylmorpholine, EDC / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 23 deg C, overnight

2: 1.) aq. HCl, 2.) HOBt, 4-methylmorpholine, EDC / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 23 deg C, overnight

3: 1.) aq. HCl, 2.) Et₃N / 1) dioxane, 23 deg C, 2 h; 2) CH₂Cl₂, 0 deg C, 30 min

With 4-methyl-morpholine; hydrogenchloride; benzotriazol-1-ol; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; triethylamine;

DOI:10.1016/S0968-0896(99)00005-X

upstream raw materials:

5-methyl-3-isoxazolyl chloride

(E)-(S)-4-[(S)-2-((S)-2-tert-Butoxycarbonylamino-4-methyl-pentanoylamino)-3-phenyl-propionylamino]-6-(trityl-carbamoyl)-hex-2-enoic acid ethyl ester

N-tert-butoxycarbonyl-L-leucine

N-tert-butoxycarbonyl-L-phenylalanine

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