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
• Article Data: 3

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

General Description

"(R)-N-BOC-alpha-Ethylalanine, 98% ee, 98%" is a specialty chemical used in scientific experiments and industrial applications. Its chemical structure includes an R-stereoisomer configuration and an alpha-Ethylalanine component. The term "N-BOC" refers to its tert-butoxycarbonyl protective group, often used in organic synthesis processes to protect amines. "98% ee" indicates it has a 98% enantiomeric excess, meaning there is a high predominance (98%) of one enantiomer over the other, and the remaining "98%" likely indicates the overall purity of the chemical sample, suggesting it is very pure and suitable for precise scientific applications.

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 
• 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 
• 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 
• 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 

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.

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).