129397-83-7

Basic information

• Product Name: FMOC-PHE-OL
• Synonyms: N-FMOC-L-PHENYLALANINOL;N-ALPHA-FMOC-L-PHENYLALANINOL;N-(9-FLUORENYLMETHOXYCARBONYL)-L-PHENYLALANINOL;FMOC-L-PHENYLALANINOL;FMOC-PHENYLALANINOL;FMOC-PHE-OL;FMOC-(S)-2-AMINO-3-PHENYL-1-PROPANOL;Fmoc-DL-Phenylalaninol
• CAS NO: 129397-83-7
• Molecular Formula: C₂₄H₂₃NO₃
• Molecular Weight: 373.44
• Product Categories: Amino Acids;Amino Alcohols;Fmoc-Amino acid series;peptides
• Mol File: 129397-83-7.mol
• Article Data: 27

Chemical Properties

• Melting Point: 129-130 °C
• Boiling Point: 606.1 °C at 760 mmHg
• Flash Point: 320.4 °C
• Appearance: /Solid
• Density: 1.219 g/cm³
• Vapor Pressure: 1.52E-15mmHg at 25°C
• Refractive Index: 1.625
• Storage Temp.: -15°C
• PKA: 11.44±0.46(Predicted)
• CAS DataBase Reference: FMOC-PHE-OL(CAS DataBase Reference)
• NIST Chemistry Reference: FMOC-PHE-OL(129397-83-7)
• EPA Substance Registry System: FMOC-PHE-OL(129397-83-7)

Safety Data

• Safety Statements: 24/25
• HazardClass: IRRITANT
• Hazardous Substances Data: 129397-83-7(Hazardous Substances Data)

Usage

Chemical Properties

White to off-white powder

InChI:InChI=1/C24H23NO3/c26-15-18(14-17-8-2-1-3-9-17)25-24(27)28-16-23-21-12-6-4-10-19(21)20-11-5-7-13-22(20)23/h1-13,18,23,26H,14-16H2,(H,25,27)/t18-/m0/s1

Upstream product

• 3182-95-4 L-Phenylalaninol 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 35661-40-6 N-Fmoc L-Phe 
• 146803-37-4 N-(fluorenylmethyloxycarbonyl)-L-phenylalanine S-benzyl thioester 
• 329309-01-5 (S)-(9H-fluoren-9-yl)methyl (1-azido-1-oxo-3-phenylpropan-2-yl)carbamate 
• 84890-98-2 Fmoc-Phe-O-COO-isoBu 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 146803-43-2 Fmoc-Phe-H 
• 129397-81-5 methyl (((9H-fluoren-9-yl)methoxy)carbonyl)-L-phenylalaninate 

Downstream Products

• 161529-17-5 (S)-2-(N-fluorenylmethoxycarbonylamino)-3-phenyl-iodopropane 

Relevant articles and documents

Synthesis of 9-fluorenylmethoxycarbonyl-protected amino aldehydes

9-Fluorenylmethoxycarbonyl-protected amino aldehydes could be efficiently prepared in good yields by using two methods: (i) NaBH4 reduction of Fmoc-protected mixed anhydrides, followed by the Swern oxidation of the alcohols; and (ii) LiAlH

Active carbonate resins: Application to the solid-phase synthesis of alcohol, carbamate and cyclic peptides

N,N'-disuccinimidyl carbonate (DSC) has been successfully used to generate carbonates and carbamates on conventional hydroxymethyl and aminomethyl based resins. This methodology extends the applicability of such linkers, which were initially designed for

DMSO-aided o-iodoxybenzoic acid (IBX) oxidation of Fmoc-protected amino alcohols

A fast and highly convenient procedure for the formation of Fmoc-protected amino aldehydes from the corresponding alcohols using 1.1 equiv. of IBX in the presence of dimethylsulfoxide (DMSO) is discussed. This procedure leads to the clean synthesis of Fmo

Staudinger/aza-Wittig reaction to access Nβ-protected amino alkyl isothiocyanates

A unified approach to access Nβ-protected amino alkyl isothiocyanates using Nβ-protected amino alkyl azides through a general strategy of Staudinger/aza-Wittig reaction is described. The type of protocol used to access isothiocyanates depends on the availability of precursors and also, especially in the amino acid chemistry, on the behavior of other labile groups towards the reagents used in the protocols; fortunately, we were not concerned about both these factors as precursor-azides were prepared easily by standard protocols, and the present protocol can pave the way for accessing title compounds without affecting Boc, Cbz and Fmoc protecting groups, and benzyl and tertiary butyl groups in the side chains. The present strategy eliminates the need for the use of amines to obtain title compounds and thus, this method is step-economical; additional advantages include retention of chirality, convenient handling and easy purification. A few hitherto unreported compounds were also prepared, and all final compounds were completely characterized by IR, mass, optical rotation, and 1H and 13C NMR studies.

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.