4522-04-7

Basic information

• Product Name: Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester
• CAS NO: 4522-04-7
• Molecular Formula: C16H23NO4
• Molecular Weight: 293.363
• Mol File: 4522-04-7.mol
• Article Data: 29

Chemical Properties

• CAS DataBase Reference: Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester(4522-04-7)
• EPA Substance Registry System: Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester(4522-04-7)

Safety Data

• Hazardous Substances Data: 4522-04-7(Hazardous Substances Data)

Usage

General Description

Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester is a chemical compound that is commonly used in the field of pharmaceuticals and organic synthesis. It is an ethyl ester derivative of N-(1,1-dimethylethoxy)carbonyl-protected phenylalanine, an amino acid that is essential for protein synthesis. Phenylalanine, N-[(1,1-dimethylethoxy)carbonyl]-, ethyl ester is often utilized as a building block in the production of various pharmaceutical drugs and is also used in the development of new chemical entities. Additionally, it can be employed as a reagent in organic synthesis reactions to introduce the phenylalanine moiety into a wide range of chemical compounds. The presence of the ethyl ester group in this compound allows for easy manipulation and modification of the phenylalanine derivative for use in different applications.

Upstream product

• 4192-77-2 ethyl cinnamate 
• 61013-61-4 ethyl 2-azido-3-phenylacrylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 1795-96-6 phenylalanine ethyl ester 
• 63-91-2 L-phenylalanine 
• 227951-18-0 (R)-ethyl 2-((R)-1,1-dimethylethylsulfinamido)-3-phenylpropanoate 
• 518314-53-9 2-(N-(tert-butoxycarbonyl)amino)-2-benzylpropanedioic diethyl ester 
• 102831-44-7 diethyl tert-butoxycarbonylaminomalonate 
• 6630-33-7 ortho-bromobenzaldehyde 
• 100-52-7 benzaldehyde 
• 3129-98-4 (R)-benzylidene-(1-phenylethyl)amine 
• 59239-89-3 (R)-N-(2-bromobenzylidene)-1-methylbenzylamine 
• 1380114-07-7 C₂₃H₂₂N₂O 
• 1380114-00-0 C₁₉H₂₀BrNO₂ 

Downstream Products

• 942129-04-6 (S)-tert-butyl (1-(benzo[d]thiazol-2-yl)-1-oxo-3-phenylpropan-2-yl)carbamate 
• 145889-53-8 ethyl-4-(carboxamino)-5-phenyl-3-oxopentanoate 4-tert-butyl ester 
• 244033-72-5 (4S)-4-N-tert-butoxycarbonylamino-5-phenyl-2-methyl-2-trans-pentenoic acid, ethyl ester 
• 90719-32-7 (S)-4-Benzyl-2-oxazolidinone 
• 13734-34-4 N-tert-butoxycarbonyl-L-phenylalanine 
• 33662-25-8 (S)-N-Boc-phenylalanine benzylamide 
• 1263998-88-4 1,1-dimethylethyl [(1S,2S)-2-hydroxy-3-{(2-methylpropyl)-d2-[(4-nitrophenyl)sulfonyl]amino}-1-(phenylmethyl)propyl]carbamate 
• 1263999-96-7 C₁₅H₁₉⁽²⁾H₂NO₃ 
• 1263998-85-1 1,1-dimethylethyl [(1S)-1-(phenylmethyl)-2-propen-1-yl]-d2-carbamate 
• 1263999-94-5 1,1-dimethylethyl [(1S,2S)-2-hydroxy-3-{(2-methylpropyl-d9-)[(4-nitrophenyl)sulfonyl]amino}-1-(phenylmethyl)propyl]-d2-carbamate 
• 124032-42-4 [(S)-2-Cyclohexyl-1-((S)-4-isopropyl-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester 
• 124032-43-5 [(S)-2-Cyclohexyl-1-((R)-4-isopropyl-5-oxo-2,5-dihydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester 
• 124032-36-6 (3S,5S)-5-[(1S)-1-(t-butoxycarbonyl)amino-2-cyclohexylethyl]-3-isopropyldihydrofuran-2(3H)-one 
• 123580-22-3 [(S)-2-Cyclohexyl-1-((2S,4R)-4-isopropyl-5-oxo-tetrahydro-furan-2-yl)-ethyl]-carbamic acid tert-butyl ester 

Relevant articles and documents

Kendarimide A, a novel peptide reversing P-glycoprotein-mediated multidrug resistance in tumor cells, from a marine sponge of Haliclona sp.

A novel modulator of multidrug resistance (MDR) in tumor cells, kendarimide A (1), was isolated from an Indonesian marine sponge of Haliclona sp. Compound 1 reversed MDR in KB-C2 cells mediated by P-glycoprotein (P-gp) at a 6 μM concentration, and the chemical structure of 1 was characterized to be a linear peptide composed of N-methylpyroglutamic acid (pyroMeGlu), N-methylated eight-membered cysteinyl-cysteine (ox-[MeCys-MeCys]) together with many N-methyl amino acid residues. The amino acid sequence of 1 was determined by 2D NMR and FAB MS analysis. The absolute configuration of the amino acid residues in 1 except for the MeCys part was determined to be L-form respectively, based on interpretation of the HPLC analysis of Marfey's derivatives of the hydrolysates of 1 and the synthetic method for the pyroMeGlu residue.

A (1 R, 3 S) -3 - amino-cyclopentanol hydrochloride preparation method (by machine translation)

The invention discloses a (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride of the preparation method, the method using chiral carboxylic acid with hydroxylamine to form the amide as chiral source, in copper catalyzed oxidation in the reaction system to rapidly obtain a chiral Diels - alder reaction product, after passes through the reduction reaction and alkaline deprotection reaction, and acidified after reaction to obtain the target product. Chiral inducing reagent chiral carboxylic acid by simple acidification, extraction processing can be reclaimed and reused. This kind of (1 R, 3 S) - 3 - amino-cyclopentanol hydrochloride preparation method has high operation safety and high selectivity, raw materials are easy, and the cost is low, the reaction time is short and simple process flow and the like. (by machine translation)

Ring opening reactions of cyclic sulfamidates. Synthesis of β-fluoroaryl alanines and derivatives of 4,4-difluoroglutamic acid

Ring opening reactions of 1 with copper complex formed between Cu, TMEDA and BrCF2CO2Et lead to optically active 4,4-difluoroglutamic acid derivatives 11a-d in moderate yields. Reaction of cyclic sulfamidates 1 with fluoro substituted arylmagnesium chlorides proceed via copper catalyzed 1,4-addition of Grignard reagent to dehydroalanine 2, formed in situ. Fluorinated organoznic derivatives were unreactive towards 1 regardless of the reaction conditions; instead product of reaction of 1 with DMF was isolated.