(E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester

Base Information

• Chemical Name: (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester
• CAS No.: 142723-72-6
• Molecular Formula: C₂₈H₃₄N₂O₅
• Molecular Weight: 478.588

Synonyms:(E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester

Chemical Property of (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester

Chemical Property:

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Technology Process of (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester

There total 5 articles about (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester 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-phenylalanine (13734-34-4) → (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester (142723-72-6)

Guidance literature:

Multi-step reaction with 5 steps

1: DCC / CH₂Cl₂

2: LiAlH₄ / tetrahydrofuran

3: CH₂Cl₂

4: TFA / CH₂Cl₂

5: DCC, HOBt / CH₂Cl₂

With lithium aluminium tetrahydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00042a052

Reference yield:

Boc-L-phenylalaninal (72155-45-4) → (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester (142723-72-6)

Guidance literature:

Multi-step reaction with 3 steps

1: CH₂Cl₂

2: TFA / CH₂Cl₂

3: DCC, HOBt / CH₂Cl₂

With benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In dichloromethane;

DOI:10.1021/ja00042a052

Reference yield:

Boc-Phe-OH N,O-dimethyl hydroxamate (87694-53-9) → (E)-(S)-4-((E)-(S)-4-tert-Butoxycarbonylamino-5-phenyl-pent-2-enoylamino)-5-phenyl-pent-2-enoic acid methyl ester (142723-72-6)

Guidance literature:

Multi-step reaction with 4 steps

1: LiAlH₄ / tetrahydrofuran

2: CH₂Cl₂

3: TFA / CH₂Cl₂

4: DCC, HOBt / CH₂Cl₂

With lithium aluminium tetrahydride; benzotriazol-1-ol; dicyclohexyl-carbodiimide; trifluoroacetic acid; In tetrahydrofuran; dichloromethane;

DOI:10.1021/ja00042a052

upstream raw materials:

(E)-(S)-4-Amino-5-phenyl-pent-2-enoic acid methyl ester

[L-(trans)]-4-[(t-butoxycarbonyl)amino]-5-phenyl-2-pentenoic acid

N-tert-butoxycarbonyl-L-phenylalanine

Boc-L-phenylalaninal

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