tert-Butyl (S)-2-pyrrolidone-5-carboxylate - ≥98% , CAS No.35418-16-7

CAS: 35418-16-7 Cat. No.: B118390 Molecular Weight: 185.22 Beilstein Registry Number: 3590226 EC Number: 252-555-5

GRADE & PURITY ≥98%

Synonyms

(R)-5-Oxo-pyrrolidine-2-carboxylic acid tert-butyl ester | (S)-2-pyrrolidone-5-carboxylic acid t-butyl ester | tert-Butyl (S)-5-Oxopyrrolidine-2-carboxylate | 5-Oxopyrrolidine-2alpha-carboxylic acid tert-butyl ester;Pyroglutamic acid tert-butyl ester;(S)-

Storage

Argon charged,Room temperature

Shipped In

Normal

Overview

application：

tert-Butyl (S)-2-pyrrolidone-5-carboxylate can be used:

As a starting material/synthon in the synthesis of angiotensin-converting enzyme inhibitors.

In the synthesis of phenanthroindolizidine alkaloids named (+)-tylophorine and antofine.

As a starting material in the synthesis of radioligands [18F]IUR-1602 and [18F]IUR-1601, applicable for imaging of P2X7R, a therapeutic target for neuroinflammation.

Specifications

Synonyms

(R)-5-Oxo-pyrrolidine-2-carboxylic acid tert-butyl ester | (S)-2-pyrrolidone-5-carboxylic acid t-butyl ester | tert-Butyl (S)-5-Oxopyrrolidine-2-carboxylate | 5-Oxopyrrolidine-2alpha-carboxylic acid tert-butyl ester;Pyroglutamic acid tert-butyl ester;(S)-

Specifications & Purity

≥98%

Storage

Argon charged, Room temperature

Shipped In

Normal

Purity

≥98%

Names and Identifiers

• Pubchem Sid: 488196888
• Pubchem Sid Url: https://pubchem.ncbi.nlm.nih.gov/substance/488196888
• Canonical Smiles: CC(C)(C)OC(=O)C1CCC(=O)N1
• IUPAC Name: tert-butyl (2S)-5-oxopyrrolidine-2-carboxylate
• InChIKey: QXGSPAGZWRTTOT-LURJTMIESA-N
• INCHI: 1S/C9H15NO3/c1-9(2,3)13-8(12)6-4-5-7(11)10-6/h6H,4-5H2,1-3H3,(H,10,11)/t6-/m0/s1
• Isomeric SMILES: CC(C)(C)OC(=O)[C@@H]1CCC(=O)N1
• WGK Germany: 3
• Molecular Weight: 185.22
• Beilstein: 3590226
• Reaxy-Rn: 3947869
• Reaxys-RN_link_address: https://www.reaxys.com/reaxys/secured/hopinto.do?context=S&query=IDE.XRN=3947869&ln=

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Organic acids and derivatives
    • Class Carboxylic acids and derivatives
      • Subclass Amino acids, peptides, and analogues
        • Level5 Amino acids and derivatives
          • Level6 Alpha amino acids and derivatives
            • Level7 Alpha amino acid esters

• Kingdom: Organic compounds
• Superclass: Organic acids and derivatives
• Class: Carboxylic acids and derivatives
• Subclass: Amino acids, peptides, and analogues
• Intermediate Tree Nodes: Amino acids and derivatives - Alpha amino acids and derivatives
• Direct Parent: Alpha amino acid esters
• Alternative Parents: Proline and derivatives Pyrrolidine carboxylic acids Oxoprolines Pyrrolidine-2-ones Secondary carboxylic acid amides Lactams Carboxylic acid esters Monocarboxylic acids and derivatives Azacyclic compounds Organonitrogen compounds Organic oxides Hydrocarbon derivatives Carbonyl compounds
• Molecular Framework: Aliphatic heteromonocyclic compounds
• Substituents: Alpha-amino acid ester - Proline or derivatives - Oxoproline - Pyrrolidine carboxylic acid - Pyrrolidine carboxylic acid or derivatives - Pyrrolidone - 2-pyrrolidone - Pyrrolidine - Carboxamide group - Carboxylic acid ester - Lactam - Secondary carboxylic acid amide - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Organic oxide - Organic oxygen compound - Organooxygen compound - Organonitrogen compound - Carbonyl group - Organic nitrogen compound - Hydrocarbon derivative - Aliphatic heteromonocyclic compound
• Description: This compound belongs to the class of organic compounds known as alpha amino acid esters. These are ester derivatives of alpha amino acids.
• External Descriptors: Not available

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Chemical and Physical Properties

• Solubility: Soluble in Methanol
• Specific Rotation[α]: 9° (C=1,MeOH)
• Melt Point(°C): 104 °C
• Molecular Weight: 185.220 g/mol
• XLogP3: 0.500
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 185.105 Da
• Monoisotopic Mass: 185.105 Da
• Topological Polar Surface Area: 55.400 Ų
• Heavy Atom Count: 13
• Formal Charge: 0
• Complexity: 230.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 1
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1