123254-58-0

Basic information

• Product Name: (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98%
• Synonyms: (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98%;(R)-N-BOC-alpha-Ethylalanine, 98%, 98% ee;Boc-(R)-2-aMino-2-Methylbutanoic acid;(R)-N-BOC-alpha-Ethylalanine;Boc-α-Me-D-Gly(Ethyl)-OH;Boc-alpha-Et-L-Ala-OH;(R)-N-BOC-α-Ethylalanine, 98% ee;(Tert-Butoxy)Carbonyl D-IsoValine
• CAS NO: 123254-58-0
• Molecular Formula: C₁₀H₁₉NO₄
• Molecular Weight: 217
• Product Categories: unnatural amino acids;α-Methyl Amino Acids
• Mol File: 123254-58-0.mol

Chemical Properties

• Boiling Point: 341.845°C at 760 mmHg
• Flash Point: 160.542°C
• Appearance: White to pale yellow/Powder
• Density: 1.083g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.463
• Storage Temp.: 2-8°C
• CAS DataBase Reference: (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98%(CAS DataBase Reference)
• NIST Chemistry Reference: (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98%(123254-58-0)
• EPA Substance Registry System: (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98%(123254-58-0)

Safety Data

• Hazardous Substances Data: 123254-58-0(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(R)-N-BOC-alpha-Ethylalanine, 98% ee, 98% is used as a chiral building block for the synthesis of various pharmaceutical compounds. Its high enantiomeric purity ensures the production of enantiomerically pure drugs, which is crucial for their efficacy and safety.
Used in Organic Synthesis:
In the field of organic synthesis, (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98% serves as a valuable intermediate for the preparation of complex organic molecules. The N-BOC protective group allows for selective reactions to occur at other functional groups without affecting the amine, facilitating the synthesis of target molecules with desired properties.
Used in Research and Development:
(R)-N-BOC-alpha-Ethylalanine, 98% ee, 98% is utilized in research and development for the study of stereochemistry, asymmetric synthesis, and the development of novel synthetic methodologies. Its high purity and enantiomeric excess make it an ideal candidate for exploring the effects of stereochemistry on molecular properties and reactivity.
Used in Peptide Synthesis:
In peptide synthesis, (R)-N-BOC-alpha-Ethylalanine, 98% ee, 98% is employed as a protected amino acid building block. The N-BOC group protects the amine during the coupling reactions, allowing for the stepwise assembly of peptides with controlled stereochemistry and high purity.
Used in Biochemical Research:
(R)-N-BOC-alpha-Ethylalanine, 98% ee, 98% is also used in biochemical research to study the effects of chirality on protein structure, function, and interactions. Its high enantiomeric purity enables the investigation of the role of stereochemistry in biological systems and the development of chiral probes and inhibitors.

InChI:InChI=1/C10H19NO4/c1-6-10(5,7(12)13)11-8(14)15-9(2,3)4/h6H2,1-5H3,(H,11,14)(H,12,13)/t10-/m1/s1

Upstream product

• 3059-97-0 (2R)-2-amino-2-methylbutanoic acid 
• 24424-99-5 di-tert-butyl dicarbonate 
• 73473-40-2 (2R)-2-amino-2-methylbutanoic acid hydrochloride 
• 252953-36-9 (S)-N-(tert-butoxycarbonyl)-4-(pivaloyloxy)methyl-2,2,4-trimethyloxazolidine 
• 219567-00-7 (S)-N-tert-butoxycarbonyl-N,O-isopropylidene-α-methylserinal 
• 219567-09-6 tert-butyl (4R)-4-(hydroxymethyl)-2,2,4-trimethyl-1,3-oxazolidine-3-carboxylate 
• 188476-24-6 2,2-Dimethyl-propionic acid (S)-2-tert-butoxycarbonylamino-3-hydroxy-2-methyl-propyl ester 
• 252953-43-8 tert-butyl (R)-[1-(hydroxymethyl)-1-methylpropyl]carbamate 
• 252953-41-6 (R)-N-(tert-butoxycarbonyl)-4-vinyl-2,2,4-trimethyl-3-oxazolidine 
• 252953-42-7 (R)-N-(tert-butoxycarbonyl)-4-ethyl-2,2,4-trimethyloxazolidine 

Downstream Products

• 3059-97-0 (2R)-2-amino-2-methylbutanoic acid 
• 944842-54-0 decernotinib 
• 1311138-52-9 1,1-dimethylethyl ((1R)-1-methyl-1-{[(6-{[4-methyl-3-(methyloxy)phenyl]oxy}-3-pyridinyl)amino]carbonyl}propyl)carbamate 
• 141345-77-9 Boc-Gln-R-EtA-Hyp-OBzl 
• 141345-75-7 Boc-Gln-R-EtA-OBzl 
• 141434-05-1 HCl*H-R-EtA-OBzl 
• 141345-89-3 CF₃COOH*H-Gln-R-EtA-Hyp-MeA-Phol 
• 141345-91-7 CF₃COOH*H-Gln-R-EtA-Hyp-Ala-Phol 
• 141345-79-1 Boc-Gln-R-EtA-Hyp-MeA-Phol 
• 141345-80-4 Boc-Gln-R-EtA-Hyp-Ala-Phol 
• 73473-40-2 (2R)-2-amino-2-methylbutanoic acid hydrochloride 
• 141345-74-6 benzyl N-(tert-butoxycarbonyl)-D-isovalinate 

Relevant articles and documents

A practical chemoenzymatic synthesis of (R)-isovaline based on the asymmetric hydrolysis of 2-ethyl-2-methyl-malonamide

(R)-Isovaline has potential applications in drug development, and therefore the development of an efficient method for the production of (R)-isovaline is desired. Herein we have investigated the asymmetric hydrolysis of 2-ethyl-2-methyl-malonamide into (S)-2-ethyl-2-methyl-malonamic acid, a useful synthetic intermediate in the production of (R)-isovaline, using CsAM, which is a recombinant amidase originally derived from Cupriavidus sp. KNK-J915. The produced (S)-2-ethyl-2-methyl-malonamic acid (98.6% ee) could be easily converted into (R)-isovaline by the Hofmann rearrangement. Starting from diethyl 2-methylmalonate, we obtained (R)-isovaline (99.1% ee) in 58.6% yield over eight steps, including the CsAM-catalyzed asymmetric hydrolysis of 2-ethyl-2-methyl-malonamide.

Compounds used as JAK inhibitor, and use of compounds

The invention provides compounds used as a JAK inhibitor, and a use of the compounds, and concretely provides compounds (represented by formula (I)) with JAK inhibition activity or a stereoisomer, a geometric isomer, a tautomer, a racemate, a nitrogen oxide, a hydrate, a solvate, a metabolite, a pharmaceutically acceptable salt or a prodrug thereof, and a medicinal composition including the compounds. The invention also discloses a use of the compounds or the medicinal composition thereof in the preparation of medicines used for treating autoimmune diseases or proliferative diseases.

Preparation and synthetic applications of (S)- and (R)-N-boc-N, O- isopropylidene-α-methylserinals: Asymmetric synthesis of (S)- and (R)-2- amino-2-methylbutanoic acids (Iva)

This report describes an efficient and convenient large-scale synthesis procedure for (S)- and (R)-N-Boc-α-methylserinal acetonides (3 and 4) starting from (R)-2-methylglycidol 5. The application of both of these compounds as valuable chiral building blocks in the asymmetric synthesis of α-methylamino acids is also demonstrated by the synthesis of (S)- and (R)- isovalines (Iva) (6 and 7).