84418-43-9

Basic information

• Product Name: 9-Fluorenylmethyl carbamate
• Synonyms: N-(9-FLUORENYLMETHOXYCARBONYL)AMIDE;FMOC-NH2;FMOC-AMIDE;9-FLUORENYLMETHYL CARBAMATE;9-(FLUORENYLMETHYLCARBONYL) AMIDE;9-Fluorenemethane Resin;Fmoc-NH2 (9-Fluorenylmethyl carbamate);9-Fluorenylcarbamate
• CAS NO: 84418-43-9
• Molecular Formula: C₁₅H₁₃NO₂
• Molecular Weight: 239.27
• EINECS: 1308068-626-2
• Product Categories: N-Protecting Reagents;Fmoc-Amino acid series
• Mol File: 84418-43-9.mol

Chemical Properties

• Melting Point: 201-204 °C
• Boiling Point: 459.7 °C at 760 mmHg
• Flash Point: 242.3 °C
• Appearance: Clear colorless to yellow/Liquid
• Density: 1.239 g/cm³
• Vapor Pressure: 1.24E-08mmHg at 25°C
• Refractive Index: 1.627
• Storage Temp.: 2-8°C
• Solubility: dioxane: 15 mg/mL, clear, colorless
• PKA: 13.06±0.50(Predicted)
• BRN: 4188192
• CAS DataBase Reference: 9-Fluorenylmethyl carbamate(CAS DataBase Reference)
• NIST Chemistry Reference: 9-Fluorenylmethyl carbamate(84418-43-9)
• EPA Substance Registry System: 9-Fluorenylmethyl carbamate(84418-43-9)

Safety Data

• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-24/25-36/37/39-27-26
• WGK Germany: 3
• Hazardous Substances Data: 84418-43-9(Hazardous Substances Data)

Usage

Chemical Properties

White crystalline

Uses

Reagent for the introduction of the Fmoc-group

InChI:InChI=1/C15H13NO2/c16-15(17)18-9-14-12-7-3-1-5-10(12)11-6-2-4-8-13(11)14/h1-8,14H,9H2,(H2,16,17)

Upstream product

• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 24324-17-2 9-Fluorenylmethanol 
• 917-61-3 sodium isocyanate 
• 27958-09-4 anisomycin 
• 82911-69-1 N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide 
• 1150634-06-2 acetic acid (9H-fluoren-9-ylmethoxycarbonylamino)-methyl ester 
• 120542-17-8 C₂₃H₁₉NO₄ 

Downstream Products

• 84418-40-6 1-(9-Fluorenylmethyl)-4-phenylpiperazine 
• 84418-41-7 1-(9-Fluorenylmethyl)-4-(p-isopropylbenzyl)piperazine 
• 145089-11-8 <4-<<<9H-fluoren-9-yl-methoxycarbonyl>amino>(4-methoxyphenyl)methyl>-2-methylphenoxy>acetic acid 
• 212783-75-0 2-<<(R,S)-5-(Fmoc-amino)-10,11-dihydro-5H-dibenzocyclohepten-2-yl>oxy>acetic acid 
• 446271-44-9 2-[N-[[(9-fluorenyl)methoxy]carbonyl]amino]-2-(isopropylthio)acetic acid benzyl ester 
• 232951-82-5 9-fluorenylmethoxycarbonyl isocyanate 
• 71031-03-3 (2R)-1,2-epoxy-3-phenoxypropane 
• 865703-13-5 2-benzyl-3-{[(9H-fluoren-9-ylmethoxycarbonylamino)-methyl]-hydroxy-phosphinoyl}-propionic acid 
• 865703-18-0 4-[(2-carboxy-3-phenyl-propyl)-hydroxy-phosphinoyl]-4-(9H-fluoren-9-ylmethoxycarbonylamino)-butyric acid methyl ester 
• 865703-20-4 2-benzyl-3-{[2-benzyloxy-1-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-hydroxy-phosphinoyl}-propionic acid 
• 865703-19-1 2-benzyl-3-{[(9H-fluoren-9-ylmethoxycarbonylamino)-phenyl-methyl]-hydroxy-phosphinoyl}-propionic acid 
• 865703-14-6 2-benzyl-3-{[1-(9H-fluoren-9-ylmethoxycarbonylamino)-ethyl]-hydroxy-phosphinoyl}-propionic acid 
• 865703-15-7 2-benzyl-3-{[1-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-propyl]-hydroxy-phosphinoyl}-propionic acid 
• 865703-16-8 2-benzyl-3-{[1-(9H-fluoren-9-ylmethoxycarbonylamino)-3-methyl-butyl]-hydroxy-phosphinoyl}-propionic acid 

Relevant articles and documents

A convenient, large-scale preparation of a differential protected α-aminoglycine suitable for the synthesis of α-aminoglycine-containing peptides

α-Boc-amino-Fmoc glycine 6 was prepared in two steps from 9-fluorenylmethylcarbamate 1, glyoxylic acid 3 and t-butyl carbamate 5. This compound is useful in Solid Phase Peptide Synthesis to prepare α-aminoglycine-containing peptides using Fmoc-strategy.

An α-aminoglycine derivative suitable for solid phase peptide synthesis using Fmoc strategy

α-Boc-amino-Fmoc-glycine was prepared in two steps either from t-butyl carbamate of from 9-fluorenyl-methylcarbamate and used in Solid Phase Peptide Synthesis to prepare α-aminoglycine-containing peptides.

Activation of Fmoc-protected N, O-acetals using trimethylsilyl halides: Mechanistic and synthetic studies

Trimethylsilyl halide activation of Fmoc-protected N,O-acetals yields reactive intermediates capable of efficiently adding to a variety of enamines. NMR studies have provided evidence that a stable halomethyl carbamate intermediate forms in solution. Good yields are obtained over a broad range of enamine nucleophiles encompassing both cyclic and acyclic ketone-derived and aldehyde-derived enamines. Preliminary studies suggest that the enamine additions occur through a concerted, SN2-type mechanism.

RIBOSOME STRUCTURE AND PROTEIN SYNTHESIS INHIBITORS

The invention provides methods for producing high resolution crystals of ribosomes and ribosomal subunits as well as crystals produced by such methods. The invention also provides high resolution structures of ribosomal subunits either alone or in combina

Compounds for targeting endothelial cells, compositions containing the same and methods for their use

The present invention provides compounds for targeting endothelial cells, tumor cells or other cells that express the NP-1 receptor, compositions containing the same and methods for their use. Additionally, the present invention includes diagnostic, therapeutic and radiotherapeutic compositions useful for visualization, therapy or radiotherapy.

Convenient Preparation of Alkyl Benzyl Imidodicarbonates, Useful Reagents for the Direct Synthesis of Protected Amines

New mixed alkyl benzyl imidodicarbonates were prepared by reaction of benzyloxycarbonyl isocyanate with appropriate alcohols.This simple procedure also furnished alternative, more convenient routes to dibenzyl and benzyl 9-fluorenylmethyl imidodicarbonates.The substances are of interest as potential Gabriel reagents.Completely selective removal of one of the alkoxycarbonyl groups from the N-atom of the imidodicarbonates was demonstrated in several instances, giving benzyl carbamate or the alternative carbamate.

Polystyrene-Based Deblocking-Scavenging Agents for the 9-Fluorenylmethyloxycarbonyl Amino-Protecting Group

Piperazino- and piperidino-functionalized polystyrenes have been examined as deblocking-scavenging agents for the 9-fluorenylmethyloxycarbonyl (Fmoc) amino-protecting group.Both commercial and synthesized polystyrenes have been used as supports.In order to introduce the active functional groups, (chloromethyl)polystyrene 2 was treated with tert-butyl piperazine-1-carboxylate followed by acidic deblocking (HCl/dioxane) or, alternatively, was directly aminated by means of 10 molar excess of piperazine or 1,3-bis(4-piperidino)propane.Compounds 7-9 were examined as cross-linking agents in the preparation of appropriate reagents.Most suitable were reagents prepared from commercial macroreticular resins (XE-305) or those cross-linked via DVT (8).Proof that the DBF liberated in the deblocking prozess was scavenged (partially) by the active secondary amine reagents 4 came from (a) a study of the successful regeneration of an active agent from 5 by treatment with alkali (H2O-dioxane) and (b) liberation of 9-methylfluorene from 5 by hydrogenation (NH4OCHO/Pd-C).