Detail of "92954-90-0"

CAS Number:
92954-90-0
Name:
L-Tyrosine,N-[(9H-fluoren-9-ylmethoxy)carbonyl]-
Superlist Name:
Nalpha-Fmoc-L-tyrosine
Molecular Structure:
Formula:
C₂₄H₂₁NO₅
Molecular Weight:
403.43
Synonyms:
(2S)-2-(((9H-Fluoren-9-yl)methoxycarbonyl)amino)-3-(4-hydroxyphenyl)propanoicacid;N-(9-Fluorenylmethoxycarbonyl)tyrosine;N-(Fluorenyl-9-methoxycarbonyl)-terminated tyrosine;N-9-Fluorenylmethoxycarbonyl-L-tyrosine;Fmoc-Tyr-OH;
Density:
1.336 g/cm³
Melting Point:
182-187 °C
Boiling Point:
672.6 °C at 760 mmHg
Flash Point:
360.6 °C
Appearance:
white to off-white crystalline powder
Hazard Symbols:
Xi
Risk Codes:
36/37/38
Safety:
22-24/25-36/37/39-27-26 Details
particular:
particular

Alternative and chemoselective deprotection of the a-amino and carboxy functions of N-Fmoc-amino acid and N-Fmoc-dipeptide methyl esters by modulation of the molar ratio in the AlCl3/N,N-dimethylaniline reagent system: Alternative and chemoselective deprotection of the a-amino and carboxy functions of N-Fmoc-amino acid and N-Fmoc-dipeptide methyl esters by modulation of the molar ratio in the AlCl3/N,N-dimethylaniline reagent system. Di Gioia, Maria Luisa; Leggio, Antonella; Le Pera, Adolfo; Liguori, Angelo; Perri, Francesca; Siciliano, Carlo (Dipartimento di Scienze Farmaceutiche, Universita degli Studi della Calabria, Arcavacata di Rende 87036, Italy). European Journal of Organic Chemistry, (21), 4437-4441 (English) 2004 Wiley-VCH Verlag GmbH & Co. KGaA. 92954-90-0 and 6306-52-1 which are cas registry numbers are also used here. CODEN: EJOCFK. ISSN: 1434-193X. DOCUMENT TYPE: Journal CA Section: 34 (Amino Acids, Peptides, and Proteins) The amino and carboxy functions in N-Fmoc-a-amino acid and N-Fmoc-peptide Me esters (Fmoc = 9-fluorenylmethyloxycarbonyl) can be alternatively and chemoselectively deprotected by treatment with the reagent system AlCl3/N,N-dimethylaniline (DMA). The chemoselectivity of the process is controlled by modulating the relative molar ratio of the Lewis acid and DMA. .

Intramolecular pyrophosphate formation during Na-9-fluorenylmethyloxycarbonyl (Fmoc) solid-phase synthesis of peptides containing adjacent phosphotyrosine residues: Intramolecular pyrophosphate formation during Na-9-fluorenylmethyloxycarbonyl (Fmoc) solid-phase synthesis of peptides containing adjacent phosphotyrosine residues. Ottinger, Elizabeth A.; Xu, Qinghong; Barany, George (Dep. Chem., Univ. Minnesota, Minneapolis, MN 55455, USA). Peptide Research, 9(5), 223-228 (English) 1996 Eaton. CODEN: PEREEO. ISSN: 1040-5704. DOCUMENT TYPE: Journal CA Section: 34 (Amino Acids, Peptides, and Proteins) Phosphotyrosine deriv. Fmoc-Tyr(PO3H2)-OH (I; Fmoc = 9-fluorenylmethoxycarbonyl) has been used successfully for the solid-phase synthesis of a wide variety of phosphorylated peptides. However, when I is used to incorporate consecutive phosphotyrosine residues, a pyrophosphate linkage can form between the two adjacent tyrosines.There are some commonly used reagents with their cas registry numbers 186904-39-2 and 92954-90-0 in this article. Incorporation of unprotected phosphotyrosine during the synthesis of peptides with multiple phosphotyrosine residues has been studied as a function of coupling conditions and the absence or presence of intervening amino acid residues. The pyrophosphate-forming side reaction is more severe with increased coupling times and/or repetitions of coupling and occurs only when the phosphotyrosine residues are directly adjacent to one another. .