215178-41-9

Basic information

• Product Name: FMOC-D-LEUCINOL
• Synonyms: N-(9-FLUORENYLMETHOXYCARBONYL)-D-LEUCINOL;N-ALPHA-FMOC-D-LEUCINOL;N-FMOC-D-LEUCINOL;FMOC-(2R,3R)-2-AMINO-3-METHYL-1-PENTANOL;FMOC-D-LEU-OL;FMOC-D-LEUCINOL;(R)-(9H-fluoren-9-yl)methyl 1-hydroxy-4-methylpentan-2-ylcarbamate;REF DUPL: Fmoc-D-leucinol
• CAS NO: 215178-41-9
• Molecular Formula: C21H25NO3
• Molecular Weight: 339.43
• Mol File: 215178-41-9.mol
• Article Data: 29

Chemical Properties

• Boiling Point: 525.204°C at 760 mmHg
• Flash Point: 271.434°C
• Appearance: White Powder
• Density: 1.149g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.576
• Storage Temp.: 2-8°C
• CAS DataBase Reference: FMOC-D-LEUCINOL(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-D-LEUCINOL(215178-41-9)
• EPA Substance Registry System: FMOC-D-LEUCINOL(215178-41-9)

Safety Data

• Hazardous Substances Data: 215178-41-9(Hazardous Substances Data)

Usage

Description

FMOC-D-Leucinol, also known as 9-fluorenylmethoxycarbonyl-D-leucinol, is a chemical compound derived from the D-leucine amino acid. It is characterized by its chemical properties, including a melting point of 153-157°C. FMOC-D-Leucinol is widely used in the field of organic chemistry and pharmaceuticals due to its unique structure and reactivity.

Uses

Used in Organic Chemistry:
FMOC-D-Leucinol is used as a reactant in the preparation of protected β-amino alcohols and peptide alcohols. Its unique structure allows for the formation of these important intermediates in organic synthesis, which are crucial for the development of various pharmaceutical compounds and bioactive molecules.
Used in Pharmaceutical Industry:
In the pharmaceutical industry, FMOC-D-Leucinol is utilized as a building block for the synthesis of complex peptide-based drugs. Its protected β-amino alcohol structure enables the creation of novel peptide derivatives with potential therapeutic applications, such as antibiotics, antivirals, and anticancer agents.
Used in Research and Development:
FMOC-D-Leucinol is also employed in research and development laboratories for the study of peptide synthesis and the development of new methodologies for the protection and deprotection of amino acids. Its unique properties make it a valuable tool for chemists working on the design and synthesis of novel bioactive compounds.

InChI:InChI=1/C21H25NO3/c1-14(2)11-15(12-23)22-21(24)25-13-20-18-9-5-3-7-16(18)17-8-4-6-10-19(17)20/h3-10,14-15,20,23H,11-13H2,1-2H3,(H,22,24)/t15-/m1/s1

Upstream product

• 125814-21-3 (S)-4-Isobutyl-2,5-dioxo-oxazolidine-3-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 7533-40-6 (S)-2-amino-4-methylpentan-1-ol 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 146803-42-1 N-(fluorenylmethyloxycarbonyl)-L-leucinal 
• 35661-60-0 Fmoc-Leu-OH 
• 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 

Downstream Products

• 146803-42-1 N-(fluorenylmethyloxycarbonyl)-L-leucinal 
• 1447762-78-8 3-(3-((S)-2-amino-Ac-SEVN-4-methylpentylamino)phenyl)-2H-chromen-2-one 
• 1447762-80-2 3-(3-((S)-2-amino-4-methylpentylamino)phenyl)-2H-chromen-2-one 
• 1465132-20-0 C₆₇H₈₃N₇O₁₁ 
• 1447762-82-4 3-(3-((S)-2-acetylamino-4-methylpentylamino)phenyl)-2H-chromen-2-one 

Relevant articles and documents

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

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

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.