((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate

Base Information

• Chemical Name: ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate
• CAS No.: 1426302-57-9
• Molecular Formula: C₁₉H₂₇NO₆
• Molecular Weight: 365.426

Synonyms:((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate

Chemical Property of ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate

Chemical Property:

Purity/Quality:

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Technology Process of ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate

There total 5 articles about ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate 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: 90.0%

(S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)phenyl)butanoate (1426302-56-8) → ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate (1426302-57-9)

Guidance literature:

With water; Dess-Martin periodane; In dichloromethane; for 2h;

DOI:10.1039/d0md00098a

Reference yield:

N-tert-butyloxycarbonyl-β-homotyrosine methyl ester (949459-68-1) → ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate (1426302-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C

1.2: 0 - 20 °C

2.1: 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione / dimethyl sulfoxide / 6 h / 20 °C

With potassium carbonate; 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; N,N-dimethyl-formamide;

DOI:10.1002/anie.201206370

Reference yield:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) → ((S)-methyl 3-(tert-Butoxycarbonyl)amino)-4-(4-(3-oxopropoxy)phenyl)butanoate (1426302-57-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 0 °C / Inert atmosphere

1.2: 16 h / 20 °C / Inert atmosphere

2.1: Dess-Martin periodane / dichloromethane / 1.5 h / Inert atmosphere

With potassium carbonate; Dess-Martin periodane; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1021/jm500092w

upstream raw materials:

(S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)phenyl)butanoate

N-tert-butyloxycarbonyl-β-homotyrosine methyl ester

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester

N-tert-butyloxycarbonyl-(O-benzyl)-L-β-homotyrosine

Downstream raw materials:

(S)-3-(4-isopropoxybenzamido)-4-(4-(3-((4-methoxypyridin-2-yl)amino)propoxy)phenyl)butanoic acid

(S)-3-(4-(3-(6-(3-mercaptopropanamido)hexanamido)propoxy)benzamido)-4-(4-(3-((4-methoxypyridin-2-yl)amino)propoxy)phenyl)butanoic acid

(S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-((4-methoxypyridin-2-yl)amino)propoxy)phenyl)butanoate

C₂₇H₃₃N₃O₆S

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