Cas no 706806-75-9 ((R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid)

(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid is a chiral pyrrolidine derivative featuring a 4-bromobenzyl substituent and a tert-butoxycarbonyl (Boc) protecting group. This compound is valuable in organic synthesis, particularly in peptide chemistry and pharmaceutical intermediates, due to its stereochemical purity and functional group versatility. The Boc group ensures stability under basic conditions while allowing selective deprotection under acidic conditions. The 4-bromobenzyl moiety provides a handle for further functionalization via cross-coupling reactions. Its carboxylic acid functionality enhances solubility and reactivity, facilitating coupling reactions. This compound is suitable for applications requiring precise stereocontrol and modular synthetic transformations.
(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid structure
706806-75-9 structure
Product Name:(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
CAS No:706806-75-9
MF:C17H22BrNO4
MW:384.264884471893
MDL:MFCD06797550
CID:562534
PubChem ID:2761850
Update Time:2025-10-29

(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid Chemical and Physical Properties

Names and Identifiers

    • (R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
    • (2R)-2-[(4-bromophenyl)methyl]-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid
    • 1,2-Pyrrolidinedicarboxylicacid, 2-[(4-bromophenyl)methyl]-, 1-(1,1-dimethylethyl) ester, (2R)-
    • Boc-(R)-alpha-(4-bromobenzyl)-proline
    • MFCD06797550
    • DTXSID30375955
    • (R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylicacid
    • Boc-(R)-alpha-(4-bromobenzyl)proline
    • AKOS015949850
    • SCHEMBL502218
    • PS-12550
    • BOC-(R)-ALPHA-(4-BROMO-BENZYL)-PROLINE
    • (2R)-2-[(4-bromophenyl)methyl]-1-[(tert-butoxy)carbonyl]pyrrolidine-2-carboxylic acid
    • CS-0455090
    • 706806-75-9
    • N-(tert-butoxycarbonyl)-2-(4-bromobenzyl)proline
    • 2-(4-bromobenzyl)-1-(tert-butoxycarbonyl)proline
    • VQWRXYZZPMLJRL-QGZVFWFLSA-N
    • G84471
    • BOC-(R)-A-(4-BROMOBENZYL)PROLINE
    • (2R)-2-[(4-BROMOPHENYL)METHYL]-1-(TERT-BUTOXYCARBONYL)PYRROLIDINE-2-CARBOXYLIC ACID
    • MDL: MFCD06797550
    • Inchi: 1S/C17H22BrNO4/c1-16(2,3)23-15(22)19-10-4-9-17(19,14(20)21)11-12-5-7-13(18)8-6-12/h5-8H,4,9-11H2,1-3H3,(H,20,21)/t17-/m1/s1
    • InChI Key: VQWRXYZZPMLJRL-QGZVFWFLSA-N
    • SMILES: BrC1C=CC(=CC=1)C[C@@]1(C(=O)O)CCCN1C(=O)OC(C)(C)C

Computed Properties

  • Exact Mass: 383.07300
  • Monoisotopic Mass: 383.07322g/mol
  • Isotope Atom Count: 0
  • Hydrogen Bond Donor Count: 1
  • Hydrogen Bond Acceptor Count: 5
  • Heavy Atom Count: 23
  • Rotatable Bond Count: 6
  • Complexity: 454
  • Covalently-Bonded Unit Count: 1
  • Defined Atom Stereocenter Count: 1
  • Undefined Atom Stereocenter Count : 0
  • Defined Bond Stereocenter Count: 0
  • Undefined Bond Stereocenter Count: 0
  • XLogP3: 3.7
  • Topological Polar Surface Area: 66.8?2

Experimental Properties

  • Density: 1.412
  • Boiling Point: 488.6°C at 760 mmHg
  • Flash Point: 249.3°C
  • Refractive Index: 1.573
  • PSA: 66.84000
  • LogP: 3.78380

(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid Customs Data

  • HS CODE:2933990090
  • Customs Data:

    China Customs Code:

    2933990090

    Overview:

    2933990090. Other heterocyclic compounds containing only nitrogen heteroatoms. VAT:17.0%. Tax refund rate:13.0%. Regulatory conditions:nothing. MFN tariff:6.5%. general tariff:20.0%

    Declaration elements:

    Product Name, component content, use to, Please indicate the appearance of Urotropine, 6- caprolactam please indicate the appearance, Signing date

    Summary:

    2933990090. heterocyclic compounds with nitrogen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%

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(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid Suppliers

Amadis Chemical Company Limited
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Audited Supplier Audited Supplier
(CAS:706806-75-9)(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
Order Number:A1172259
Stock Status:in Stock
Quantity:1g
Purity:99%
Pricing Information Last Updated:Friday, 30 August 2024 01:22
Price ($):272.0

Additional information on (R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid

(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic Acid: A Comprehensive Overview

The compound (R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (CAS No. 706806-75-9) is a structurally complex organic molecule with significant potential in various fields of chemistry and pharmacology. This compound belongs to the class of pyrrolidine derivatives, which are widely studied due to their versatile applications in drug design and synthesis. The molecule features a pyrrolidine ring, a tert-butoxycarbonyl (Boc) protecting group, and a bromobenzyl substituent, all of which contribute to its unique chemical properties and reactivity.

Recent advancements in synthetic chemistry have enabled the precise synthesis of this compound, leveraging stereo-selective methodologies to ensure the correct configuration at the chiral center. The Boc group plays a crucial role in protecting the amine functionality during multi-step synthesis, allowing for greater control over the reaction pathway. The presence of the bromobenzyl group introduces electronic and steric effects that can influence the molecule's interactions with biological systems, making it a valuable substrate for further functionalization.

One of the most intriguing aspects of this compound is its potential in medicinal chemistry. Researchers have explored its role as a building block for peptide synthesis, where the pyrrolidine ring serves as a scaffold for constructing bioactive molecules. The Boc group is particularly advantageous in peptide coupling reactions, as it can be easily removed under mild acidic conditions without affecting other functional groups. This makes the compound an ideal candidate for constructing complex peptide libraries with high efficiency.

In addition to its synthetic applications, this compound has been studied for its pharmacokinetic properties. Preclinical studies suggest that the bromobenzyl substituent may enhance the molecule's bioavailability by improving its solubility and permeability across biological membranes. These findings highlight its potential as a lead compound in drug discovery programs targeting various therapeutic areas, including oncology and infectious diseases.

The stereochemistry of this compound is another area of active research. The (R) configuration at the chiral center ensures specific interactions with biological targets, which is critical for achieving desired pharmacological effects. Advanced analytical techniques, such as X-ray crystallography and NMR spectroscopy, have been employed to confirm the stereochemical integrity of the molecule during synthesis and purification.

From an environmental perspective, this compound has been evaluated for its biodegradability and ecological impact. Studies indicate that under controlled conditions, the molecule undergoes slow degradation via hydrolytic pathways, releasing non-toxic byproducts. This information is essential for ensuring sustainable practices in its production and disposal.

In conclusion, (R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid (CAS No. 706806-75-9) represents a significant advancement in organic synthesis and drug design. Its unique structure, combined with cutting-edge research findings, positions it as a valuable tool in both academic and industrial settings. As ongoing studies continue to uncover new applications and insights into its properties, this compound is poised to make meaningful contributions to the field of medicinal chemistry.

Recommended suppliers
Amadis Chemical Company Limited
(CAS:706806-75-9)(R)-2-(4-Bromobenzyl)-1-(tert-butoxycarbonyl)pyrrolidine-2-carboxylic acid
A1172259
Purity:99%
Quantity:1g
Price ($):272.0
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