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tert-Butyl sarcosinate hydrochloride, also known as N-(tert-butoxycarbonyl)sarcosine hydrochloride, is an organic compound that serves as a crucial raw material and intermediate in various chemical synthesis processes. It is characterized by its ability to form stable esters and its reactivity in organic synthesis, making it a versatile component in the production of pharmaceuticals, agrochemicals, and dyes.

5616-81-9

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5616-81-9 Usage

Uses

Used in Organic Synthesis:
tert-Butyl sarcosinate hydrochloride is used as a key intermediate for the synthesis of various organic compounds. Its stability and reactivity contribute to the formation of a wide range of products in the chemical industry.
Used in Pharmaceutical Industry:
In the pharmaceutical sector, tert-Butyl sarcosinate hydrochloride is utilized as an essential building block for the development of new drugs. Its unique properties allow for the creation of innovative medicinal compounds with potential therapeutic applications.
Used in Agrochemical Industry:
tert-Butyl sarcosinate hydrochloride plays a significant role in the agrochemical industry, where it is employed as a precursor for the synthesis of various agrochemical products. Its use contributes to the development of effective solutions for agricultural challenges.
Used in Dye Industry:
In the dye industry, tert-Butyl sarcosinate hydrochloride is used as a vital raw material for the production of different types of dyes. Its involvement in dye synthesis enables the creation of a diverse palette of colors for various applications.
Used in the Synthesis of Specific Compounds:
tert-Butyl sarcosinate hydrochloride may be used for the synthesis of (N-(((tert-butyl)oxycarbonyl)methyl)-N-methylcarbamoyl)methyl(2S)-2-(6-methoxy(2-naphthyl))propanoate, a complex organic compound with potential applications in research and development.

Check Digit Verification of cas no

The CAS Registry Mumber 5616-81-9 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,6,1 and 6 respectively; the second part has 2 digits, 8 and 1 respectively.
Calculate Digit Verification of CAS Registry Number 5616-81:
(6*5)+(5*6)+(4*1)+(3*6)+(2*8)+(1*1)=99
99 % 10 = 9
So 5616-81-9 is a valid CAS Registry Number.
InChI:InChI=1/C7H15NO2/c1-7(2,3)10-6(9)5-8-4/h8H,5H2,1-4H3

5616-81-9 Well-known Company Product Price

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  • Alfa Aesar

  • (H63176)  Sarcosine tert-butyl ester hydrochloride, 97%   

  • 5616-81-9

  • 5g

  • 620.0CNY

  • Detail
  • Alfa Aesar

  • (H63176)  Sarcosine tert-butyl ester hydrochloride, 97%   

  • 5616-81-9

  • 25g

  • 2479.0CNY

  • Detail

5616-81-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 16, 2017

Revision Date: Aug 16, 2017

1.Identification

1.1 GHS Product identifier

Product name Tert-Butyl Sarcosinate Hydrochloride

1.2 Other means of identification

Product number -
Other names tert-Butyl sarcosinate hydrochloride

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:5616-81-9 SDS

5616-81-9Relevant articles and documents

Discovery of potent small molecule PROTACs targeting mutant EGFR

Zhao, Hong-Yi,Yang, Xue-Yan,Lei, Hao,Xi, Xiao-Xiao,Lu, She-Min,Zhang, Jun-Jie,Xin, Minhang,Zhang, San-Qi

, (2020/09/03)

Epidermal growth factor receptor (EGFR) is an important therapeutic target for the treatment of non-small cell lung cancer. A number of efficacious EGFR tyrosine kinase inhibitors have been developed. However, acquired drug resistance largely encumbered their clinical practicability. Therefore, there is an urgent need to develop new therapeutic regime. Herein, we designed and synthesized a set of EGFR-targeting small molecule PROTACs which showed promising efficacy. In particular, VHL-recruiting compound P3 showed potent anti-proliferative activity against HCC827 and H1975 cell lines with IC50 values of 0.83 and 203.01 nM, respectively. Furthermore, both EGFRdel19 and EGFRL858R/T790M could be significantly induced to be degraded under treatment of P3 with DC50 values of 0.51 and 126.2 nM, respectively. Compound P3 was able to dramatically suppress EGFR pathway signal transduction. Moreover, compound P3 could significantly induce cell apoptosis, arrest cell cycle and suppress cell colony formation. In addition, we identified that ubiquitination was indispensable in the degradation process, and found that the degradation was related to autophagy. Our work would provide an alternative approach for development of potentially effective EGFR degraders and give a new clue for investigation of PROTAC-induced protein degradation.

Trimethyl-substituted carbamate as a versatile self-immolative linker for fluorescence detection of enzyme reactions

Inoue, Kazuya,Nakamura, Noriaki,Ojida, Akio,Uchinomiya, Shohei

supporting information, (2020/05/25)

Self-immolative linker is a useful building block of molecular probes, with broad applications in the fields of enzyme activity analysis, stimuli-responsive material science, and drug delivery. This manuscript presents N-methyl dimethyl methyl (i.e., trimethyl) carbamate as a new class of self-immolative linker for the fluorescence detection of enzyme reactions. The trimethyl carbamate was shown to spontaneously undergo intramolecular cyclization upon formation of a carboxylate group, to liberate a fluorophore with the second time rapid reaction kinetics. Interestingly, the auto-cleavage reaction of trimethyl carbamate was also induced by the formation of hydroxyl and amino groups. Fluorescent probes with a trimethyl carbamate could be applicable for fluorescence monitoring of the enzyme reactions catalyzed by esterase, ketoreductase, and aminotransferase, and for fluorescence imaging of intracellular esterase activity in living cells, hence demonstrating the utility of this new class of self-immolative linker.

Challenges in the Development of a Thiol-Based Broad-Spectrum Inhibitor for Metallo-β-Lactamases

Büttner, Dominik,Kramer, Jan S.,Klingler, Franca-M.,Wittmann, Sandra K.,Hartmann, Markus R.,Kurz, Christian G.,Kohnh?user, Daniel,Weizel, Lilia,Brüggerhoff, Astrid,Frank, Denia,Steinhilber, Dieter,Wichelhaus, Thomas A.,Pogoryelov, Denys,Proschak, Ewgenij

, p. 360 - 372 (2017/12/18)

Pathogens, expressing metallo-β-lactamases (MBLs), become resistant against most β-lactam antibiotics. Besides the dragging search for new antibiotics, development of MBL inhibitors would be an alternative weapon against resistant bacterial pathogens. Inhibition of resistance enzymes could restore the antibacterial activity of β-lactams. Various approaches to MBL inhibitors are described; among others, the promising motif of a zinc coordinating thiol moiety is very popular. Nevertheless, since the first report of a thiol-based MBL inhibitor (thiomandelic acid) in 2001, no steps in development of thiol based MBL inhibitors were reported that go beyond clinical isolate testing. In this study, we report on the synthesis and biochemical characterization of thiol-based MBL inhibitors and highlight the challenges behind the development of thiol-based compounds, which exhibit good in vitro activity toward a broad spectrum of MBLs, selectivity against human off-targets, and reasonable activity against clinical isolates.

Rearrangement of oxazolo[3,2-a]pyridines as an approach of synthesizing aza[3.3.2]cyclazines

Babaev, Eugene V.,Nevskaya, Aleksandra A.,Dlynnikh, Ilya V.

, p. 269 - 274 (2016/01/12)

[MediaObject not available: see fulltext.]5-Methyloxazolo[3,2-a]pyridinium salts were shown to react with (methylamino)acetaldehyde dimethyl acetal leading to the formation of functionalized 5-aminoindolizines, which in turn are capable of closing the pyr

Method of use of pharmaceutical formulations for the treatment of apicomplexan diseases in animals

-

Paragraph 0095, (2014/01/07)

The present invention is directed to the method of use of effective pharmaceutical formulations for the treatment of diseases caused by apicomplexan parasites, said formulation comprised of a salicylanilide or salicylanilide derivative, disclosed herein,

SWITCHABLE POLYMERS AND SURFACES WITH REVERSIBLY SWITCHABLE PROPERTIES

-

, (2012/11/07)

Reversibly switchable polymers, surfaces that include the polymers, and methods for making and using the polymers and surfaces. The switchable polymers are non-fouling in their zwitterionic form and are antimicrobial in their cationic form.

Manipulating sticky and non-sticky properties in a single material

Cao, Zhiqiang,Brault, Norman,Xue, Hong,Keefe, Andrew,Jiang, Shaoyi

supporting information; experimental part, p. 6102 - 6104 (2011/09/12)

Sticky and non-sticky, together? A newly developed zwitterionic material (CB-OH; blue structure in scheme) has an equilibrium counterpart (CB-Ring; red). This interchangeable material allows control over two distinct properties: "non-sticky" CB-OH (biomolecular resistance) and "sticky" CB-Ring (binding by covalent bonds). Copyright

Microwave-assisted solvent-free intramolecular 1,3-dipolar cycloaddition reactions leading to hexahydrochromeno[4,3-b]pyrroles: scope and limitations

Pospí?il, Ji?í,Potá?ek, Milan

, p. 337 - 346 (2007/10/03)

We report the microwave-assisted solvent-free synthesis of hexahydrochromeno[4,3-b]pyrroles. Intramolecular 1,3-dipolar cycloadditions proceed under these conditions within 15-40 min in 16-84% yields. An influence of the microwave irradiation upon various [3+2] cycloaddition reaction intermediates was studied. Additionally, a scope and limitations of these reactions including an influence of the dipolarophile geometry upon the cycloaddition selectivity and steric demands of the dipole upon its reactivity were also disclosed. These observations led us to postulate a preferable transition state of the reaction. Finally, an influence of the microwave irradiation to the isomerization of activated olefins was also described.

Synthesis and nucleic acid binding studies of novel pyrrolidinyl PNA carrying an N-amino-N-methylglycine spacer

Vilaivan, Tirayut,Suparpprom, Chaturong,Duanglaor, Preeyanut,Harnyuttanakorn, Pongchai,Lowe, Gordon

, p. 1663 - 1666 (2007/10/03)

Two novel pyrrolidinyl peptide nucleic acids comprising alternating sequences of thymine-modified D- or L-proline and an N-amino-N-methylglycine spacer were synthesized using solid-phase methodology. UV and CD titrations together with a gel-binding shift assay revealed that neither of the homothymine PNA decamers bind to their complementary DNA or RNA. This was considered to be due to an unfavorable secondary structure which could not be alleviated by the presence of the positively charged protonated amine in the PNA backbone.

Highly efficient synthesis of sterically hindered peptides containing N-methylated amino acid residues using a novel 1H-benzimidazolium salt

Li, Peng,Xu, Jie Cheng

, p. 9949 - 9955 (2007/10/03)

Novel 1H-benzimidazolium type peptide coupling reagent, CMBI, was designed, synthesized, and shown to be efficient in the promotion of the formation of sterically hindered amide and ester bonds. Its high efficiency was proved by model reaction tests and the successful synthesis of various hindered oligopeptides and peptide segments containing N-methyl amino acid residues with fast reaction speeds, low racemization and excellent yields. A mechanism for amide bond formation mediated by the reagent was proposed. (C) 2000 Elsevier Science Ltd.

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