68089-94-1

Upstream product

• 24324-17-2 9-Fluorenylmethanol 
• 104-12-1 p-chlorphenylisocyanate 
• 28920-43-6 (fluorenylmethoxy)carbonyl chloride 
• 106-47-8 4-chloro-aniline 
• 136453-41-3 2,7-bis(trimethylsilyl)fluorene-9-methanol 
• 136453-55-9 2,7-dibromo-9,9-bis(trimethylsilyl)fluorene 
• 136453-57-1 2,7-bis(trimethylsilyl)fluorene 
• 7351-45-3 9,9'-bis(trimethylsilyl)fluorene 
• 136453-58-2 2,7-bis(trimethylsilyl)-9-fluorenylmethyl p-chlorocarbanilate 
• 136453-56-0 2,7,9,9-tetrakis(trimethylsilyl)fluorene 

Downstream Products

• 4425-82-5 9-methylene-fluorene 
• 106-47-8 4-chloro-aniline 
• 20265-96-7 p-chloroaniline hydrochloride 

Relevant academic research and scientific papers

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.

Amino acid protecting groups

This invention relates to compounds of the formula a compound of the formula STR1 wherein X is O, CR7 R8, S or NR9 wherein R7 and R8 are independently hydrogen, or lower alkyl, and R9 is lower alkyl; n is 0 or 1; R1 and R2 are independently hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, aryl, or nitro; R3 is hydrogen, lower alkyl, monoorganosilyl, diorganosilyl, triorganosilyl, halogen, 9-fluorenylalkyl, cycloalkyl, aryl or aralkyl; R4 and R5 are independently hydrogen, lower alkyl, or aryl or one of R4 and R5 is 9-fluorenyl; R6 is H or COZ wherein Z is an amino acid, a peptide residue or a leaving group; and with the provisos that when n is 0 and R3 is hydrogen, R1 and R2 are not hydrogen, halogen or nitro; that when n is 0 and R3 is lower alkyl, R1 and R2 are not hydrogen; and that when X is O or CR7 R8 wherein R7 and R8 are H, that R1, R2, R3, R4, R5, and R6 are not all simultaneously H. The compounds of the present invention are useful in peptide synthesis as blocking or protecting groups for reactive groups. The present invention is also directed to a method of protecting a reactive group of an organic molecule during a reaction which modifies a portion of the molecule other than the protected group.

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).