(S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid

Base Information

• Chemical Name: (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid
• CAS No.: 146346-85-2
• Molecular Formula: C₂₃H₃₁NO₅Si
• Molecular Weight: 429.588
• Mol file: 146346-85-2.mol

Synonyms:(S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid

Chemical Property of (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid

There total 5 articles about (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)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: 100.0%

Z-L-Tyr-OH (1164-16-5) + tert-butyldimethylsilyl chloride (18162-48-6) → (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid (146346-85-2)

Guidance literature:

With 1H-imidazole; dmap; In N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.05.060

Reference yield:

L-tyrosine (60-18-4,18875-48-4,25619-78-7,30704-25-7) → (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid (146346-85-2)

Guidance literature:

Multi-step reaction with 2 steps

1: aq. NaOH / dioxane

2: 100 percent / imidazole; DMAP / dimethylformamide

With 1H-imidazole; dmap; sodium hydroxide; In 1,4-dioxane; N,N-dimethyl-formamide;

DOI:10.1016/j.tetlet.2005.05.060

Reference yield:

Z-Tyr(Tbdms)-O-Tbdms → (S)-2-(((benzyloxy)carbonyl)amino)-3-(4-((tert-butyldimethylsilyl)oxy)phenyl)propanoic acid (146346-85-2)

Guidance literature:

With citric acid; In water; pH 4;

DOI:10.1016/S0040-4039(00)60836-5

upstream raw materials:

Z-L-Tyr-OH

tert-butyldimethylsilyl chloride

L-tyrosine

benzyl chloroformate

Downstream raw materials:

C₂₉H₄₅NO₄Si

C₁₇H₂₅NO₃Si

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-hydroxy-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester

3-[4-(tert-butyl-dimethyl-silanyloxy)-phenyl]-3-fluoro-2-(2-nitro-benzenesulfonylamino)-propionic acid tert-butyl ester