623950-02-7

Basic information

• Product Name: 4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine
• Synonyms: (2S)-3-(4-carbamoyl-2,6-dimethylphenyl)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid;L-Phenylalanine, 4-(aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-;(2S)-2{[(tert-butoxy)carbonyl]amino}-3-(4-carbamoyl-2,6-dimethylphenyl)propanoic acid;(S)-2-(N-BOC-amino)-3-(4-formamido-2,6-dimethylphenyl)propanoic acid;(S)-2-(tert-butoxycarbonylaMino)-3-(4-carbaMoyl-2,6-diMethylphenyl)propanoic aci;4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine###NA;4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine;(s)-2-(tert-butoxycarbonylaMino)-3-(4-carbaMoyl-2,6-diMethylphenyl)propanoic acid
• CAS NO: 623950-02-7
• Molecular Formula: C₁₇H₂₄N₂O₅
• Molecular Weight: 336.38
• EINECS: 1308068-626-2
• Mol File: 623950-02-7.mol
• Article Data: 9

Chemical Properties

• Melting Point: >210℃
• Boiling Point: 497.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.201
• Storage Temp.: 2-8°C
• PKA: 3.88±0.17(Predicted)
• CAS DataBase Reference: 4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine(CAS DataBase Reference)
• NIST Chemistry Reference: 4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine(623950-02-7)
• EPA Substance Registry System: 4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine(623950-02-7)

Safety Data

• Hazardous Substances Data: 623950-02-7(Hazardous Substances Data)

Usage

Uses

4-(Aminocarbonyl)-N-[(1,1-dimethylethoxy)carbonyl]-2,6-dimethyl-L-phenylalanine is an intermediate used to prepare potential Dual delta-opioid antagonist/μ-opioid agonist used in the treatment of diarrhea. Irritable bowel syndrome.

Upstream product

• 623950-05-0 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-carbamoyl-2,6-dimethylphenyl)propanoate 
• 623950-04-9 4'-carboxyl N-Boc-2',6'-dimethyl-L-phenylalanine methyl ester 
• 623950-03-8 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(2,6-dimethyl-4-(((trifluoromethyl)sulfonyl)oxy)phenyl)propanoate 
• 137650-15-8 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-hydroxy-2,6-dimethylphenyl)propanoate 
• 1227311-10-5 methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-cyano-2,6-dimethylphenyl)propanoate 
• 145235-85-4 methyl (Z)-2-acetamido-3-(4-acetoxy-2,6-dimethylphenyl)-2-propenoate 
• 93267-04-0 N-(tert-butoxycarbonyl)-L-3-iodoalanine methyl ester 
• 1206679-91-5 2,6-dimethyl-4-carbamoyl iodobenzene 
• 2766-43-0 N-tert-butyloxycarbonyl-L-serine methyl ester 
• 80312-69-2 N-t-butoxycarbonyl-D,L-serinamide 

Downstream Products

• 623950-08-3 {1-(4-carbamoyl-2,6-dimethyl-benzyl)-2-oxo-2-[3-(4-phenyl-1H-imidazol-2-yl)-3,4-dihydro-1H-isoquinolin-2-yl]-ethyl}-carbamic acid tert-butyl ester 
• 623950-28-7 {1-(4-carbamoyl-2,6-dimethyl-benzyl)-2-oxo-2-[2-(4-phenyl-1H-imidazol-2-yl)-piperidin-1-yl]-ethyl}-carbamic acid tert-butyl ester 

Relevant articles and documents

L-alanine derivative preparation method

The invention relates to the preparation of pharmaceutical intermediates, and belongs to the field of organic synthesis, particularly to an L-alanine derivative preparation method, which comprises: carrying out a Negishi reaction on a compound 3 to obtain

Preparation method of high-purity (S)-2-t-BOC-3-(4-carbamoyl-2, 6-dimethyl phenyl) propionic acid

The invention discloses a preparation method of high-purity (S)-2-t-BOC-3-(4-carbamoyl-2, 6-dimethyl phenyl) propionic acid (I) and pharmaceutically-acceptable salt thereof. The preparation method includes: using (R)-3-iodo-N-Boc-alaninate as a raw material, and synthesizing a compound (S)-2, 6-dimethyl-4-aminomethyl carbonyl-N-Boc-phenylalaninate (V) through two steps; subjecting the compound (V) to steps of Boc removal, extraction and purification and Boc loading sequentially to obtain a high-purity compound (V); hydrolyzing the high-purity compound (V) in an alkaline condition to obtain a compound I with purity higher than 99%. Compared with the prior art, the preparation method has the advantages that the compound V is purified through the steps of Boc removal, extraction and purification and Boc loading, and almost no byproduct is generated in the subsequent hydrolysis process, so that yield and purity of the compound I are improved, and the compound I has high application value.

PROCESS FOR THE PREPARATION OF PROTECTED L-ALANINE DERIVATIVES

The present invention is directed to a novel process for the preparation of protected L-alanine derivatives, useful as intermediates in the synthesis of compounds useful as mu/delta opioid modulators.