86937-80-6

Basic information

• Product Name: 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID
• Synonyms: 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID;(Tert-Butoxy)Carbonyl DL-Phe(4-NO2)-OH;N-(tert-Butoxycarbonyl)-4-nitro-DL-phenylalanine
• CAS NO: 86937-80-6
• Molecular Formula: C₁₄H₁₈N₂O₆
• Molecular Weight: 310.30252
• Mol File: 86937-80-6.mol
• Article Data: 6

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID(CAS DataBase Reference)
• NIST Chemistry Reference: 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID(86937-80-6)
• EPA Substance Registry System: 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID(86937-80-6)

Safety Data

• Hazardous Substances Data: 86937-80-6(Hazardous Substances Data)

Usage

Description

2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID is a complex chemical compound that serves as a propionic acid derivative. It features a tert-butoxycarbonyl amino group and a nitrophenyl substituent, which contribute to its potential applications in various fields. 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID is frequently utilized in organic synthesis and medicinal chemistry, particularly as a building block for creating pharmaceuticals and other biologically active compounds. Its structure, which includes the nitrophenyl group, hints at possible pharmacological properties, although further research is necessary to explore its full potential and effects.

Uses

Used in Organic Synthesis:
2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID is used as a key intermediate in organic synthesis for the creation of a variety of complex organic molecules. Its unique structure allows it to be a versatile component in the formation of new compounds with specific properties.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID is used as a building block for the synthesis of pharmaceuticals. Its incorporation into drug molecules can potentially lead to the development of new treatments and therapies.
Used in the Development of New Materials:
2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID may also have applications in material science, where it could be used in the development of new materials with unique properties. Its structural features make it a candidate for further exploration in this area.
Used as a Reagent in Chemical Reactions:
2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID can be employed as a reagent in various chemical reactions, facilitating specific transformations and processes that are important in the synthesis of target molecules.
While the exact applications and uses of 2-TERT-BUTOXYCARBONYLAMINO-3-(4-NITRO-PHENYL)-PROPIONIC ACID are still being explored, its presence in the fields of organic synthesis, medicinal chemistry, material development, and as a reagent in chemical reactions highlights its potential as a valuable compound in scientific research and industrial applications.

Upstream product

• 24424-99-5 di-tert-butyl dicarbonate 
• 1991-83-9 4-nitrophenylalanine 
• 63-91-2 L-phenylalanine 
• 123-91-1 1,4-dioxane 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 56613-61-7 (R)-4-nitro-phenylalanine 
• 673-06-3 D-(R)-phenylalanine 

Downstream Products

• 88319-56-6 N-tert-butoxycarbonyl-p-nitrophenylalanine N-hydroxysuccinimidyl ester 
• 66163-66-4 2-tert-Butoxycarbonylamino-3-(4-nitro-phenyl)-propionic acid 4-nitro-phenyl ester 
• 262354-22-3 1-(4-nitrobenzyl)triethylenetetraamine 
• 105359-56-6 2-amino-3-(4-nitrophenyl)propanamide 
• 115094-27-4 4-amino-N-acetylphenylalanine amide 
• 61925-80-2 4-nitro-N-α-acetylphenylalanine 
• 66163-67-5 [1-Carbamoyl-2-(4-nitro-phenyl)-ethyl]-carbamic acid tert-butyl ester 
• 133725-75-4 N-tert-butoxycarbonyl-N'-(trans-2-aminocyclohexyl)-p-nitrophenylalaninamide 
• 142350-84-3 2-Amino-N-((1S,2S)-2-amino-cyclohexyl)-3-(4-nitro-phenyl)-propionamide; hydrochloride 
• 133725-78-7 N-<2-amino-3-(p-aminophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid 
• 133725-78-7 N-<2-amino-3-(p-aminophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid 
• 133725-79-8 N-<2-amino-3-(p-isothiocyanatophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid 
• 133725-79-8 N-<2-amino-3-(p-isothiocyanatophenyl)propyl>-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid 
• 133725-77-6 N-[2-amino-3-(p-nitrophenyl)propyl]-trans-cyclohexane-1,2-diamine-N,N',N'N'',N''-penta-acetic acid 

Relevant articles and documents

Cyclic side-chain-linked opioid analogs utilizing cis- and trans-4-aminocyclohexyl-d-alanine

Cyclization of linear sequences is a well recognized tool in opioid peptide chemistry for generating analogs with improved bioactivities. Cyclization can be achieved through various bridging bonds between peptide ends or side-chains. In our earlier paper we have reported the synthesis and biological activity of a cyclic peptide, Tyr-c[d-Lys-Phe-Phe-Asp]NH2 (1), which can be viewed as an analog of endomorphin-2 (EM-2, Tyr-Pro-Phe-Phe-NH2). Cyclization was achieved through an amide bond between side-chains of d-Lys and Asp residues. Here, to increase rigidity of the cyclic structure, we replaced d-Lys with cis- or trans-4-aminocyclohexyl-d-alanine (d-ACAla). Two sets of analogs incorporating either Tyr or Dmt (2′,6′-dimethyltyrosine) residues in position 1 were synthesized. In the binding studies the analog incorporating Dmt and trans-d-ACAla showed high affinity for both, μ- and δ-opioid receptors (MOR and DOR, respectively) and moderate affinity for the κ-opioid receptor (KOR), while analog with Dmt and cis-d-ACAla was exceptionally MOR-selective. Conformational analyses by NMR and molecular docking studies have been performed to investigate the molecular structural features responsible for the noteworthy MOR selectivity.

Aniline derivatives possessing an inhibitory effect of nitric oxide synthase

Compounds represented by the general formula (1): ? (where R1is SR6or NR7R8, where R6is typically an alkyl group having 1-6 carbon atoms, R7is a hydrogen atom, an alkyl group having 1-6 carbon atoms or a nitro group, and R8is a hydrogen atom or an alkyl group having 1-6 carbon atoms; R2and R3are each typically a hydrogen atom or an alkyl group having 1-6 carbon atoms; R4is a hydrogen atom, an alkyl group having 1-6 carbon atoms or an amidino group of which the amine portion may be substituted by an alkyl or nitro group; R5is a hydrogen atom or an alkyl group having 1-6 carbon atoms; Y1, Y2, Y3and Y4which may be the same or different are each typically a hydrogen atom, a halogen atom or an alkoxy group having 1-6 carbon atoms; n and m are each an integer of 0 or 1), or possible stereoisomers or optically active forms of the compounds or pharmaceutically acceptable salts thereof. The compounds possess a potent nitric oxide synthase inhibiting activity and are useful as therapeutics of cerebrovascular diseases.

SYNTHESIS OF cis AND trans-4-AMINOCYCLOHEXYL-D-ALANINE DERIVATIVES AND DETERMINATION OF THEIR STEREOCHEMISTRY

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