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(2S)-2-[(tert-Butoxycarbonyl)amino]methyl-3-methylbutanoic acid, also known as Boc-protected amino acid, is a compound commonly used in peptide synthesis. It is a derivative of 3-methylbutanoic acid with a (2S) configuration and a tert-butoxycarbonyl (Boc) protecting group attached to the amino group. The Boc protecting group is used to prevent unwanted reactions during peptide synthesis, allowing for selective deprotection and further functionalization of the amino group. (2S)-2-[(tert-Butoxycarbonyl)amino]methyl-3-methylbutanoic acid is an important building block in organic and medicinal chemistry due to its versatile applications in the production of pharmaceuticals, bioconjugates, and other biologically active molecules.

210346-16-0

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210346-16-0 Usage

Uses

Used in Pharmaceutical Industry:
(2S)-2-[(tert-Butoxycarbonyl)amino]methyl-3-methylbutanoic acid is used as a key building block for the synthesis of various pharmaceuticals. Its Boc-protected structure allows for the controlled assembly of complex peptide sequences, which are essential components of many drugs, including antibiotics, antivirals, and anticancer agents.
Used in Bioconjugation:
In the field of bioconjugation, (2S)-2-[(tert-Butoxycarbonyl)amino]methyl-3-methylbutanoic acid serves as a versatile linker for attaching biologically active molecules to other entities, such as nanoparticles, antibodies, or other peptides. The Boc protecting group enables selective deprotection and subsequent conjugation, allowing for the precise control of the bioconjugation process.
Used in Organic Chemistry:
(2S)-2-[(tert-Butoxycarbonyl)amino]methyl-3-methylbutanoic acid is also utilized in organic chemistry for the synthesis of various organic compounds. Its Boc-protected amino group can be selectively deprotected and further functionalized, enabling the creation of a wide range of chemical structures with potential applications in materials science, catalysis, and other areas.
Used in Peptide Synthesis:
As a Boc-protected amino acid, (2S)-2-[(tert-Butoxycarbonyl)amino]methyl-3-methylbutanoic acid is extensively used in the synthesis of peptides. The Boc protecting group allows for the stepwise assembly of peptide chains, minimizing side reactions and facilitating the synthesis of complex peptide sequences with high purity and yield. This is particularly important in the development of therapeutic peptides and peptide-based drugs.

Check Digit Verification of cas no

The CAS Registry Mumber 210346-16-0 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,1,0,3,4 and 6 respectively; the second part has 2 digits, 1 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 210346-16:
(8*2)+(7*1)+(6*0)+(5*3)+(4*4)+(3*6)+(2*1)+(1*6)=80
80 % 10 = 0
So 210346-16-0 is a valid CAS Registry Number.

210346-16-0SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 14, 2017

Revision Date: Aug 14, 2017

1.Identification

1.1 GHS Product identifier

Product name (2S)-3-methyl-2-[[(2-methylpropan-2-yl)oxycarbonylamino]methyl]butanoic acid

1.2 Other means of identification

Product number -
Other names Boc-(S)-2-(aminomethyl)-3-methylbutanoic acid

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:210346-16-0 SDS

210346-16-0Relevant articles and documents

PYRAZOLE DERIVATIVES AS SGC STIMULATORS

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Paragraph 00224, (2016/04/09)

There are described imidazole and pyrazole derivatives which are useful as stimulators of sGC, particularly NO-independent, heme-dependent stimulators. These compounds are also useful for treating, preventing or managing various disorders that are herein disclosed.

Asymmetric cyanation of nitroalkenes catalyzed by a salen-titanium catalyst

Lin, Li,Yin, Wen,Fu, Xu,Zhang, Jinlong,Ma, Xiaojuan,Wang, Rui

, p. 83 - 89 (2012/01/14)

The salen-Ti complex catalyzed cyanation of nitroolefins was accomplished via the silyl nitronate intermediate for the synthesis of chiral β-nitronitriles with e.r. up to 92:8 and high yields (up to 90%). The catalyst also kept a high turnover frequency a

Enantioselective Friedel-Crafts reactions between phenols and N-tosylaldimines catalyzed by a leucine-derived bifunctional catalyst

Li, Guo-Xing,Qu, Jin

supporting information; experimental part, p. 5518 - 5520 (2012/07/01)

Enantioselective Friedel-Crafts reactions between phenols and N-tosylaldimines were developed using a bifunctional catalyst readily prepared from l-leucine. The chiral benzylic amine products were obtained in high yields (up to 96% yield) and good to high enantiomeric excesses (up to 95% ee).

Practical synthesis of enantiomerically pure β2-amino acids via proline-catalyzed diastereoselective aminomethylation of aldehydes

Chi, Yonggui,English, Emily P.,Pomerantz, William C.,Horne, W. Seth,Joyce, Leo A.,Alexander, Lane R.,Fleming, William S.,Hopkins, Elizabeth A.,Gellman, Samuel H.

, p. 6050 - 6055 (2008/02/08)

Proline-catalyzed diastereoselective aminomethylation of aldehydes using a chiral iminium ion, generated from a readily prepared precursor, provides α-substituted-β-amino aldehydes with 85:15 to 90: 10 dr. The α-substituted-β-amino aldehydes can be reduce

New scalable asymmetric aminomethylation reaction for the synthesis of β2-amino acids

Moumne, Roba,Denise, Bernard,Guitot, Karine,Rudler, Henri,Lavielle, Solange,Karoyan, Philippe

, p. 1912 - 1920 (2008/02/06)

β-Amino acids are useful tools in the design of peptidomimetics, and the development of new methods for their syntheses, particularly the synthesis of β2-amino acids, remains an important challenge. Here we report a new scalable route based on the aminomethylation of silyl ketene N,O-acetals by Mannich-type iminium electrophiles. Wiley-VCH Verlag GmbH & Co. KGaA, 2007.

CONCISE BETA2-AMINO ACID SYNTHESIS VIA ORGANOCATALYTIC AMINOMETHYLATION

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Page/Page column 14; 32; 39; 42-43; 47, (2010/11/28)

The present invention provides a method for the synthesis of ?2-amino acids. The method also provides methods yielding a-substituted ?-amino aldehydes and ?-substituted γ-amino alcohols. The present method according to this invention allows for increased yield and easier purification using minimal chromatography or crystallization. The methods described herein are based on an aldehyde aminomethylation which involves a Mannich reaction between an aldehyde and a formaldehyde-derived N,O-acetal (iminium precursor) and a catalyst, such as, for example, L-proline or a pyrrolidine. The invention allows for large scale, commercial preparation of ?2-amino acids.

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