153815-59-9

Basic information

• Product Name: FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER
• Synonyms: FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER;FMOC-GLUTAMINOL(OBUT);NALPHA-9-Fluorenylmethoxycarbonyl-(S)-4-amino-5-;Fmoc-L-Glutamol(tBu);N-alpha-(9-Fluorenylmethyloxycarbonyl)-gamma-t-butyl-L-glutamol;Fmoc-Glutamol(OBut);Fmoc-γ-tert-butyl ester-L-glutamol;Fmoc-L-Glutamol(OtBu)
• CAS NO: 153815-59-9
• Molecular Formula: C₂₄H₂₉NO₅
• Molecular Weight: 411.49
• Product Categories: Amino Acids
• Mol File: 153815-59-9.mol
• Article Data: 13

Chemical Properties

• Melting Point: 57-59 °C
• Boiling Point: 590.1±50.0 °C(Predicted)
• Appearance: /
• Density: 1.181±0.06 g/cm3(Predicted)
• Storage Temp.: 2-8°C
• PKA: 11.24±0.46(Predicted)
• CAS DataBase Reference: FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER(153815-59-9)
• EPA Substance Registry System: FMOC-(S)-4-AMINO-5-HYDROXYBUTANOIC ACID T-BUTYL ESTER(153815-59-9)

Safety Data

• Hazardous Substances Data: 153815-59-9(Hazardous Substances Data)

Usage

Chemical Properties

White powder

Upstream product

• 329309-07-1 (S)-tert-butyl 4-((((9H-fluoren-9-yl)methoxy)carbonyl)amino)-5-azido-5-oxopentanoate 
• 71989-18-9 Fmoc-Glu(OtBu)-OH 
• 129288-39-7 (S)-4-(2-tert-Butoxycarbonyl-ethyl)-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester 

Downstream Products

• 206759-97-9 5-tert-butyl 1-oxo-2(S)-<(9-fluorenylmethoxycarbonyl)amino>caproate 

Relevant articles and documents

Sequencing of Sequence-Defined Oligourethanes via Controlled Self-Immolation

Sequence-defined polymers show promise for biomimetics, self-assembly, catalysis, and information storage, wherein the primary structure begets complex chemical processes. Here we report the solution-phase and the high-yielding solid-phase syntheses of discrete oligourethanes and methods for their self-immolative sequencing, resulting in rapid and robust characterization of this class of oligomers and polymers, without the use of MS/MS. Crucial to the sequencing is the inherent reactivity of the terminal alcohol to "unzip" the oligomers, in a controlled and iterative fashion, releasing each monomer as a 2-oxazolidinone. By monitoring the self-immolation reaction via LC/MS, an applied algorithm rapidly produces the sequence of the oligourethane. Not only does this process provide characterization of structurally complex molecules, it works as a reader of molecular information.

Urea based foldamers

N,N′-linked oligoureas are a class of enantiopure, sequence-defined peptidomimetic oligomers without amino acids that form well-defined and predictable helical structures akin to the peptide α-helix. Oligourea-based foldamers combine a number of features—such as synthetic accessibility, sequence modularity, and folding fidelity—that bode well for their use in a range of applications from medicinal chemistry to catalysis. Moreover, it was recently recognized that this synthetic helical backbone can be combined with regular peptides to generate helically folded peptide-oligourea hybrids that display additional features in terms of helix mimicry and protein-surface recognition properties. Here we provide detailed protocols for the preparation of requested monomers and for the synthesis and purification of homo-oligoureas and peptide-oligourea hybrids.

Fast and Facile Synthesis of 4-Nitrophenyl 2-Azidoethylcarbamate Derivatives from N-Fmoc-Protected α-Amino Acids as Activated Building Blocks for Urea Moiety-Containing Compound Library

A fast and facile synthesis of a series of 4-nitrophenyl 2-azidoethylcarbamate derivatives as activated urea building blocks was developed. The N-Fmoc-protected 2-aminoethyl mesylates derived from various commercially available N-Fmoc-protected α-amino ac