(S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid

Base Information

• Chemical Name: (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid
• CAS No.: 143382-04-1
• Molecular Formula: C₁₉H₂₇N₃O₆
• Molecular Weight: 393.44

Synonyms:(S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid

Chemical Property of (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid

Chemical Property:

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Technology Process of (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid

There total 1 articles about (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic 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:

methyl acetyl-L-tyrosyl-L-valyl-L-alaninate (215596-29-5) → (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid (143382-04-1)

Guidance literature:

With sodium hydroxide; thymolphthalein; In water; acetone;

Reference yield: 85.0%

(S)-3-amino-4,4-dimethoxybutanoic acid 1,1-dimethylethyl ester (147395-36-6) + (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid (143382-04-1) → Ac-Tyr-Val-Ala-Asp(OtBu)-H dimethyl acetal (147395-39-9)

Guidance literature:

With 4-methyl-morpholine; 1-hydroxybenzotriazol-hydrate; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1002/(SICI)1522-2675(19991110)82:11<1960::AID-HLCA1960>3.0.CO;2-2

Reference yield: 67.0%

(S)-2-(trimethylsilyl)ethyl 3-amino-3-cyanopropanoate (1319732-61-0) + (S)-2-((S)-2-((S)-2-acetamido-3-(4-hydroxyphenyl)propanamido)-3-methylbutanamido)propanoic acid (143382-04-1) → C23H31N5O6

Guidance literature:

With N-ethyl-N,N-diisopropylamine; HATU; In N,N-dimethyl-formamide; at 0 ℃; for 4h;

upstream raw materials:

methyl acetyl-L-tyrosyl-L-valyl-L-alaninate

Downstream raw materials:

Ac-Tyr-Val-Ala-(RS)-Asp(O^tBu)-H dimethyl acetal

Ac-Tyr-Val-Ala-Asp(O^tBu)-H dimethyl acetal

Ac-Tyr-Val-Ala-D-Asp(O^tBu)-H dimethyl acetal

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