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N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER is a chemical compound that serves as a reagent in organic synthesis. It is an ethyl ester derivative of N-[3-(BOC-amino)propyl]glycine, which is a protected form of the amino acid glycine. The BOC group (tert-butyloxycarbonyl) is a protecting group that temporarily masks the amine functionality of amino acids, preventing unwanted reactions during chemical synthesis. N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER is instrumental in the production of peptides, pharmaceuticals, and is utilized in various areas of organic chemistry research, enabling selective modification of amino acids and the synthesis of complex molecules with specific structural features.

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  • 258332-57-9 Structure
  • Basic information

    1. Product Name: N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER
    2. Synonyms: N-[3-(TERT-BUTOXYCARBONYLAMINO)PROPYL]GLYCINE ETHYL ESTER;N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER;N-[3-(tert-Butoxycarbonylamino)propyl]glycine Ethyl Ester;Ethyl 2-((3-((tert-butoxycarbonyl)
    3. CAS NO:258332-57-9
    4. Molecular Formula: C12H24N2O4
    5. Molecular Weight: 260.33
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 258332-57-9.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 368.903°C at 760 mmHg
    3. Flash Point: 176.907°C
    4. Appearance: /
    5. Density: 1.036g/cm3
    6. Vapor Pressure: 0mmHg at 25°C
    7. Refractive Index: 1.4550-1.4590
    8. Storage Temp.: Refrigerator
    9. Solubility: N/A
    10. PKA: 12.77±0.46(Predicted)
    11. CAS DataBase Reference: N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER(CAS DataBase Reference)
    12. NIST Chemistry Reference: N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER(258332-57-9)
    13. EPA Substance Registry System: N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER(258332-57-9)
  • Safety Data

    1. Hazard Codes: N/A
    2. Statements: N/A
    3. Safety Statements: N/A
    4. WGK Germany:
    5. RTECS:
    6. HazardClass: N/A
    7. PackingGroup: N/A
    8. Hazardous Substances Data: 258332-57-9(Hazardous Substances Data)

258332-57-9 Usage

Uses

Used in Organic Synthesis:
N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER is used as a reagent for the synthesis of complex organic molecules, providing a protected form of glycine that can be selectively modified to achieve desired structural features in the final product.
Used in Pharmaceutical Production:
In the pharmaceutical industry, N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER is used as a building block for the synthesis of peptide-based drugs. Its protected form allows for the controlled assembly of peptide chains, which is crucial for the development of effective and stable medications.
Used in Peptide Synthesis:
N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER is utilized as a protected amino acid in peptide synthesis, facilitating the stepwise construction of peptide sequences. The BOC group ensures that the amine group remains unreactive until it is specifically deprotected, allowing for precise control over the synthesis process.
Used in Research and Development:
In the field of organic chemistry research, N-[3-(BOC-AMINO)PROPYL]GLYCINE ETHYL ESTER is used as a versatile compound for exploring new synthetic pathways and developing innovative methods for the preparation of complex organic molecules. Its unique properties make it a valuable tool for advancing scientific understanding and discovering new applications.

Check Digit Verification of cas no

The CAS Registry Mumber 258332-57-9 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 2,5,8,3,3 and 2 respectively; the second part has 2 digits, 5 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 258332-57:
(8*2)+(7*5)+(6*8)+(5*3)+(4*3)+(3*2)+(2*5)+(1*7)=149
149 % 10 = 9
So 258332-57-9 is a valid CAS Registry Number.
InChI:InChI=1/C12H24N2O4/c1-5-17-10(15)9-13-7-6-8-14-11(16)18-12(2,3)4/h13H,5-9H2,1-4H3,(H,14,16)

258332-57-9SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name ethyl 2-[3-[(2-methylpropan-2-yl)oxycarbonylamino]propylamino]acetate

1.2 Other means of identification

Product number -
Other names N-[3-(tert-Butoxycarbonylamino)propyl]glycine Ethyl Ester

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:258332-57-9 SDS

258332-57-9Relevant articles and documents

Peptide/peptoid hybrid oligomers: The influence of hydrophobicity and relative side-chain length on antibacterial activity and cell selectivity

Frederiksen, Nicki,Hansen, Paul R.,Bj?rkling, Fredrik,Franzyk, Henrik

, (2019/12/26)

Previous optimisation studies of peptide/peptoid hybrids typically comprise comparison of structurally related analogues displaying different oligomer length and diverse side chains. The present work concerns a systematically constructed series of 16 closely related 12-mer oligomers with an alternating cationic/hydrophobic design, representing a wide range of hydrophobicity and differences in relative side-chain lengths. The aim was to explore and rationalise the structure-activity relationships within a subclass of oligomers displaying variation of three structural features: (i) cationic side-chain length, (ii) hydrophobic side-chain length, and (iii) type of residue that is of a flexible peptoid nature. Increased side-chain length of cationic residues led to reduced hydrophobicity till the side chains became more extended than the aromatic/hydrophobic side chains, at which point hydrophobicity increased slightly. Evaluation of antibacterial activity revealed that analogues with lowest hydrophobicity exhibited reduced activity against E. coli, while oligomers with the shortest cationic side chains were most potent against P. aeruginosa. Thus, membrane-disruptive interaction with P. aeruginosa appears to be promoted by a hydrophobic surface of the oligomers (comprised of the aromatic groups shielding the cationic side chains). Peptidomimetics with short cationic side chains exhibit increased hemolytic properties as well as give rise to decreased HepG2 (hepatoblastoma G2 cell line) cell viability. An optimal hydrophobicity window could be defined by a threshold of minimal hydrophobicity conferring activity toward E. coli and a threshold for maximal hydrophobicity, beyond which cell selectivity was lost.

Fluorous Peptide Nucleic Acids: PNA Analogues with Fluorine in Backbone (γ-CF2-apg-PNA) Enhance Cellular Uptake

Ellipilli, Satheesh,Ganesh, Krishna N.

, p. 9185 - 9191 (2015/09/28)

Fluorous PNA analogues possessing fluorine as inherent part of aminopropylglycine (apg) backbone (γ-CF2-apg PNA) have been synthesized and evaluated for biophysical and cell penetrating properties. These form duplexes of higher thermal stability with cRNA than cDNA, although destabilized compared to duplexes of standard aeg-PNA. Cellular uptake of the fluorinated γ-CF2-apg PNAs in NIH 3T3 and HeLa cells was 2-3-fold higher compared to that of nonfluorinated apg PNA, with NIH 3T3 cells showing better permeability compared to HeLa cells. The backbone fluorinated PNAs, which are first in this class, when combined with other chemical modifications may have potential for future PNA-based antisense agents.

Chiral recognition by CD-sensitive dimeric zinc porphyrin host. 1. Chiroptical protocol for absolute configurational assignments of monoalcohols and primary monoamines

Kurtan,Nesnas,Li,Huang,Nakanishi,Berova

, p. 5962 - 5973 (2007/10/03)

A general microscale protocol for the determination of absolute configurations of primary amino groups or secondary hydroxyl groups linked to a single stereogenic center is described. The chiral substrates are linked to the achiral trifunctional bidentate carrier molecule (3-aminopropylamino)acetic acid (1, H2NCH2CH2CH2NHCH2COOH) and the resultant conjugates are then complexed with dimeric zinc porphyrin host 2 giving rise to 1:1 host/guest sandwiched complexes. These complexes exhibit exciton-coupled bisignate CD spectra due to stereodifferentiation leading to preferred porphyrin helicity. Since the chiral sense of twist between the two porphyrins in the complex is dictated by the stereogenic center of the substrate, the sign of the couplet determines the absolute configuration at this center. The twist of the porphyrin tweezer in the complex can be predicted from the relative steric sizes of the groups flanking the stereogenic center, such that the bulkier group protrudes from the complex sandwich. In certain α-hydroxy esters and α-amino esters, electronic factors and hydrogen bonding govern the preferred conformation of the complex, and hence the CD spectra.

Synthesis of nonpolar peptide nucleic acid monomers containing fluoroaromatics

Shibata,Biplab Kumar Das,Honjo,Takeuchi

, p. 1605 - 1611 (2007/10/03)

A general strategy for the synthesis of nonpolar peptide nucleic acid monomers containing fluoroaromatics (F-PNA) is described. These compounds have been designed as hybrid analogues of the difluorotoluene nucleoside, F (1) with PNA. Fluorophenylacetic ac

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