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

Base Information

• Chemical Name: (S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)phenyl)butanoate
• CAS No.: 1426302-56-8
• Molecular Formula: C₁₉H₂₉NO₆
• Molecular Weight: 367.442
• Mol file: 1426302-56-8.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

There total 4 articles about (S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)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: 94.0%

N-tert-butyloxycarbonyl-β-homotyrosine methyl ester (949459-68-1) + 1-bromo-3-propanol (627-18-9) → (S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)phenyl)butanoate (1426302-56-8)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; for 36h;

DOI:10.1039/d0md00098a

Reference yield: 91.0%

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester (4326-36-7) + 1-bromo-3-propanol (627-18-9) → (S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)phenyl)butanoate (1426302-56-8)

Guidance literature:

(S)-N-(tert-butoxycarbonyl)tyrosine methyl ester; With potassium carbonate; In N,N-dimethyl-formamide; at 0 ℃; for 0.5h; Inert atmosphere;

1-bromo-3-propanol; In N,N-dimethyl-formamide; at 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/jm500092w

Reference yield:

N-tert-butyloxycarbonyl-(O-benzyl)-L-β-homotyrosine (126825-16-9) → (S)-methyl 3-((tert-butoxycarbonyl)amino)-4-(4-(3-hydroxypropoxy)phenyl)butanoate (1426302-56-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium carbonate / acetone / 50 °C

2: hydrogen; palladium on activated charcoal / methanol / 50 °C

3: potassium carbonate / N,N-dimethyl-formamide / 36 h

With palladium on activated charcoal; hydrogen; potassium carbonate; In methanol; N,N-dimethyl-formamide; acetone;

DOI:10.1039/d0md00098a

upstream raw materials:

N-tert-butyloxycarbonyl-β-homotyrosine methyl ester

1-bromo-3-propanol

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

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

Downstream raw materials:

C₂₇H₃₃N₃O₆S

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

(S)-3-(4-isopropoxybenzamido)-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