2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid

Base Information

• Chemical Name: 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid
• CAS No.: 146346-83-0
• Molecular Formula: C₃₀H₃₅NO₅Si
• Molecular Weight: 517.697
• Mol file: 146346-83-0.mol

Synonyms:2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid

Chemical Property of 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid

There total 7 articles about 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)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: 88.0%

allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoate → 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid (146346-83-0)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; N-methylaniline; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1002/asia.201100232

Reference yield:

Fmoc-Tyr(Tbdms)-O-Tbdms → 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid (146346-83-0)

Guidance literature:

With citric acid; In water; pH 4;

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

Reference yield:

N-Fmoc-Tyr-OH (112883-29-1,92954-90-0) → 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-(tertbutyldimethylsilyloxy)phenyl)propanoic acid (146346-83-0)

Guidance literature:

Multi-step reaction with 2 steps

1: N-methylimidazole / dimethylformamide / 18 h / Ambient temperature

2: 10percent aq. citric acid / H₂O / pH 4

With 1-methyl-1H-imidazole; citric acid; In water; N,N-dimethyl-formamide;

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

upstream raw materials:

N-Fmoc-Tyr-OH

tert-butyldimethylsilyl chloride

allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-tert-butoxyphenyl)propanoate

(S)-allyl 2-(((9H-fluoren-9-yl)methoxy)carbonylamino)-3-(4-hydroxyphenyl)propanoate

Downstream raw materials:

His-D-Trp-Ala-Tyr-D-Phe-Lys-NH2

N²-<<(9H-Fluoren-9-yl)methoxy>carbonyl>-O⁴--L-tyrosine