139551-83-0

Basic information

• Product Name: FMOC-L-LEUCINOL
• Synonyms: N-(9-FLUORENYLMETHOXYCARBONYL)-L-LEUCINOL;N-ALPHA-FMOC-L-LEUCINOL;N-FMOC-L-LEUCINOL;FMOC-L-LEUCINOL;FMOC-LEU-OL;FMOC-LEUCINOL;FMOC-(S)-2-AMINO-4-METHYL-1-PENTANOL;FMOC-LEU-OL 98+%
• CAS NO: 139551-83-0
• Molecular Formula: C₂₁H₂₅NO₃
• Molecular Weight: 339.43
• Product Categories: Amino Acids;Amino Alcohols;Fmoc-Amino acid series
• Mol File: 139551-83-0.mol

Chemical Properties

• Melting Point: 112-113 °C
• Boiling Point: 525.2 °C at 760 mmHg
• Flash Point: 271.4 °C
• Appearance: /
• Density: 1.148 g/cm³
• Storage Temp.: -15°C
• PKA: 11.48±0.46(Predicted)
• CAS DataBase Reference: FMOC-L-LEUCINOL(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-L-LEUCINOL(139551-83-0)
• EPA Substance Registry System: FMOC-L-LEUCINOL(139551-83-0)

Safety Data

• Hazardous Substances Data: 139551-83-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
FMOC-L-LEUCINOL is used as an intermediate for the preparation of Fmoc-protected amino azides from Fmoc-protected amino alcohols. This application is crucial in the development of new pharmaceutical compounds, as it aids in the synthesis of complex molecules with potential therapeutic properties.
Used in Organic Chemistry:
In the field of organic chemistry, FMOC-L-LEUCINOL serves as a key building block for the creation of various organic compounds. Its unique structure allows for the formation of new chemical bonds and the synthesis of molecules with specific functionalities, which can be further explored for their potential applications in different industries.
Used in Research and Development:
FMOC-L-LEUCINOL is also employed in research and development laboratories, where it is used to study the properties and reactivity of Fmoc-protected amino alcohols and their derivatives. This knowledge can be applied to the design and synthesis of novel compounds with potential applications in various fields, such as medicine, agriculture, and materials science.

Upstream product

• 125814-21-3 (S)-4-Isobutyl-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 35661-60-0 Fmoc-Leu-OH 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 329308-97-6 (9H-fluoren-9-yl)methyl 1-azido-4-methyl-1-oxopentan-2-ylcarbamate 
• 86060-88-0 N-(9-fluorenylmethoxycarbonyl)-L-leucine pentafluorophenyl ester 
• 1072840-99-3 S-(9H-fluoren-9-yl)methyl 1-(1H-benzotriazol-1-yl)-4-methyl-1-oxopentan-2-ylcarbamate 
• 1001439-29-7 C₂₄H₂₇NO₆ 
• 76542-83-1 Fmoc-Leu-OSu 
• 146803-42-1 N-(fluorenylmethyloxycarbonyl)-L-leucinal 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 

Downstream Products

• 146803-42-1 N-(fluorenylmethyloxycarbonyl)-L-leucinal 
• 391624-38-7 [2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methyl-pentyl]-carbamic acid 4-nitro-phenyl ester 
• 1211530-34-5 C₂HF₃O₂*C₄₄H₈₁N₁₁O₁₁ 
• 1447762-82-4 3-(3-((S)-2-acetylamino-4-methylpentylamino)phenyl)-2H-chromen-2-one 
• 1465132-20-0 C₆₇H₈₃N₇O₁₁ 

Relevant articles and documents

A practical solid phase synthesis of oligopeptidosulfonamide foldamers

Oligopeptidosulfonamide foldamers were efficiently synthesized on the solid phase using Fmoc protected β-aminoethanesulfonylchlorides in the presence of N-methylmorpholine. (C) 2000 Elsevier Science Ltd.

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

A greener, efficient and catalyst-free ultrasonic-assisted protocol for the n-fmoc protection of amines

A simple, eco-sustainable method for the N-(9-fluorenylmethoxycarbonyl) (N-Fmoc) protection of various structurally amines under ultrasonic irradiation is reported. The corresponding N-Fmoc derivatives were obtained in good to excellent yields within short reaction time. The reaction proceeds without the formation of any side product. Mildness, efficiency and easier work are the main advantages of this new protocol.

Probing the Physicochemical Boundaries of Cell Permeability and Oral Bioavailability in Lipophilic Macrocycles Inspired by Natural Products

Cyclic peptide natural products contain a variety of conserved, nonproteinogenic structural elements such as d-amino acids and amide N-methylation. In addition, many cyclic peptides incorporate γ-amino acids and other elements derived from polyketide synt

Alzheimer's disease: Identification and development of β-secretase (BACE-1) binding fragments and inhibitors by dynamic ligation screening (DLS)

The application of dynamic ligation screening (DLS), a methodology for fragment-based drug discovery (FBDD), to the aspartic protease β-secretase (BACE-1) is reported. For this purpose, three new fluorescence resonance energy transfer (FRET) substrates we

An expedient route for the reduction of carboxylic acids to alcohols employing 1-propanephosphonic acid cyclic anhydride as acid activator

A simple and efficient method for the synthesis of alcohols from the corresponding carboxylic acids is described. Activation of carboxylic acid with 1-propane phosphonic acid cyclic anhydride (T3P) and subsequent reduction of the intermediate phosphonic anhydride with NaBH4 yield the alcohol in excellent yields with good purity in less duration. Reduction of several alkyl/aryl carboxylic acids and Nα-protected amino acids/peptide acids as well as Nβ-protected amino acids was successfully carried out to obtain corresponding alcohols in good yields and the products characterized. The procedure is mild, safe, simple and the isolation of the products is easy.

A facile synthesis and crystallographic analysis of N-protected β-amino alcohols and short peptaibols

A facile, efficient and racemization-free method for the synthesis of N-protected β-amino alcohols and peptaibols using N-hydroxysuccinimide active esters is described. Using this method, dipeptide, tripeptide and pentapeptide alcohols were isolated in high yields. The conformations in crystals of β-amino alcohol, dipeptide and tripeptide alcohols were analysed, with a well-defined type III β-turn being observed in the tripeptide alcohol crystals. This method is found to be compatible with Fmoc-, Boc- and other side-chain protecting groups.

Simple and efficient synthesis of Fmoc/Boc/Cbz-protected-β-amino alcohols and peptidyl alcohols employing Boc2O

An efficient method for the activation of Fmoc/Boc/Cbz-protected amino acids using Boc2O and the reduction of the in situ generated carbonic-carbonic anhydride to their corresponding 1β-amino alcohols using sodium borohydride has been described. The method is simple, rapid and free from racemization. Besides, the protocol is also extended for the conversion of N-urethane protected peptide acids to their corresponding alcohols. Copyright

Synthesis of peptide alcohols on the basis of an O-N acyl-transfer reaction

(Figure Presented) Getting the better of troublemakers: C-terminal peptide alcohols cannot be synthesized by conventional solidphase peptide synthesis (SPPS) because of the absence of a free carboxylic group to attach to the resin. This problem was circumvented by anchoring a β-amino alcohol residue to the resin to provide a starting point for SPPS. An intramolecular O-N acyl shift completed the synthesis of the desired peptides (see scheme).

Tin(ii) chloride assisted synthesis of N-protected γ-amino β-keto esters through semipinacol rearrangement

A facile synthetic route for the preparation of N-protected γ-amino β-keto esters from amino aldehydes and ethyl diazoacetate is described. The two component coupling is facilitated by tin(ii) chloride followed by semipinacol rearrangement leading to the product in quantitative yield. The reaction is mild, instantaneous and compatible with Boc-, Fmoc- and Cbz-amino protecting groups.