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(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester is a chiral organic compound characterized by a pyrrolidine ring with a toluene-4-sulfonyloxy group and a benzyl ester group attached. Its unique structure and reactivity, along with the specific three-dimensional arrangement of atoms denoted by the "(S)" prefix, suggest potential applications in organic synthesis and medicinal chemistry.

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  • 158654-83-2 Structure
  • Basic information

    1. Product Name: (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester
    2. Synonyms: (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester;(S)-Benzyl 3-(tosyloxy)pyrrolidine-1-carboxylate;benzyl (3S)-3-[(4-methylbenzenesulfonyl)oxy]pyrrolidine-1-carboxylate;1-Pyrrolidinecarboxylic acid, 3-[[(4-methylphenyl)sulfonyl]oxy]-, phenylmethyl ester, (3S)-
    3. CAS NO:158654-83-2
    4. Molecular Formula: C19H21NO5S
    5. Molecular Weight: 375.43874
    6. EINECS: N/A
    7. Product Categories: N/A
    8. Mol File: 158654-83-2.mol
  • Chemical Properties

    1. Melting Point: N/A
    2. Boiling Point: 537.9±50.0 °C(Predicted)
    3. Flash Point: N/A
    4. Appearance: /
    5. Density: 1.33±0.1 g/cm3(Predicted)
    6. Refractive Index: N/A
    7. Storage Temp.: N/A
    8. Solubility: N/A
    9. PKA: -3.63±0.40(Predicted)
    10. CAS DataBase Reference: (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester(CAS DataBase Reference)
    11. NIST Chemistry Reference: (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester(158654-83-2)
    12. EPA Substance Registry System: (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester(158654-83-2)
  • 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: 158654-83-2(Hazardous Substances Data)

158654-83-2 Usage

Uses

Used in Organic Synthesis:
(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester is used as a synthetic intermediate for the preparation of various complex organic molecules. Its unique functional groups and chiral center allow for selective reactions and the formation of diverse chemical products.
Used in Medicinal Chemistry:
In the field of medicinal chemistry, (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester is used as a potential lead compound for the development of new pharmaceuticals. Its specific structural features may offer novel binding interactions with biological targets, leading to the discovery of new therapeutic agents.
Used in Pharmaceutical Industry:
(S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester is used as a key component in the synthesis of pharmaceuticals, particularly for drugs targeting specific receptors or enzymes. Its chirality and functional groups may contribute to the optimization of drug candidates, enhancing their efficacy and selectivity.
Additional research and testing are required to fully explore the potential uses and properties of (S)-3-(Toluene-4-sulfonyloxy)-pyrrolidine-1-carboxylic acid benzyl ester, as its applications in different industries may vary based on its reactivity and interactions with other molecules.

Check Digit Verification of cas no

The CAS Registry Mumber 158654-83-2 includes 9 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 6 digits, 1,5,8,6,5 and 4 respectively; the second part has 2 digits, 8 and 3 respectively.
Calculate Digit Verification of CAS Registry Number 158654-83:
(8*1)+(7*5)+(6*8)+(5*6)+(4*5)+(3*4)+(2*8)+(1*3)=172
172 % 10 = 2
So 158654-83-2 is a valid CAS Registry Number.

158654-83-2SDS

SAFETY DATA SHEETS

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

Version: 1.0

Creation Date: Aug 15, 2017

Revision Date: Aug 15, 2017

1.Identification

1.1 GHS Product identifier

Product name (S)-1-benzyloxycarbonyl-3-tosyloxypyrrolidine

1.2 Other means of identification

Product number -
Other names BENZYL (3S)-3-(P-TOLYLSULFONYLOXY)PYRROLIDINE-1-CARBOXYLATE

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:158654-83-2 SDS

158654-83-2Relevant articles and documents

COMPOUNDS FOR TREATING HUNTINGTON'S DISEASE

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Page/Page column 186, (2020/12/01)

The present description relates to compounds, forms, and pharmaceutical compositions thereof and methods of using such compounds, forms, or compositions thereof for treating or ameliorating Huntington's disease. In particular, the present description relates to substituted monocyclic heteroaryl compounds of Formula (I), Formula (II), or Formula (III), forms and pharmaceutical compositions thereof and methods of using such compounds, forms, or compositions thereof for treating or ameliorating Huntington's disease.

Stability against enzymatic hydrolysis of endomorphin-1 analogues containing β-proline

Cardillo, Giuliana,Gentilucci, Luca,Tolomelli, Alessandra,Calienni, Maria,Qasem, Ahmed R.,Spampinato, Santi

, p. 1498 - 1502 (2007/10/03)

The enantiomer of endomorphin-1 (Tyr-Pro-Trp-PheNH2) and the analogues containing (S)-or (R)-β-proline have been synthesized, and their affinities towards μ-opioid receptors have been measured. As expected, the incubations of the different peptides with some commercially available enzymes showed that the presence of D-residues gave strong resistance towards digestion. The presence of β-proline alone is sufficient to confer good resistance against the hydrolysis of the biologically strategic Pro-Trp bond.

Synthesis and binding activity of endomorphin-1 analogues β-amino acids

Cardillo, Giuliana,Gentilucci, Luca,Melchiorre, Paolo,Spampinato, Santi

, p. 2755 - 2758 (2007/10/03)

Endomorphin-1 (Tyr-Pro-Trp-PheNH2) has been proposed as the most potent endogenous ligand of the μ-opioid receptors. In this paper, we describe the synthesis of some endomorphin-1 based tetrapeptides in which a residue of the sequence Tyr-Pro-Trp-PheNH2 is replaced by the corresponding β-isomer. These novel peptides showed different affinities for the opioid receptors labeled with [3H]-DAMGO in rat brain membranes, depending on the β-amino acid. In particular, the tetrapeptide containing β-Pro (Tyr-β-(R)-Pro-Trp-PheNH2) displayed a higher affinity than endogenous endomorphin-1, as revealed by their K(i) values (0.33 and 11.1 nM, respectively). (C) 2000 Elsevier Science Ltd.

Constrained β-alanine based GpIIb/IIIa antagonists

Klein, Scott I.,Czekaj, Mark,Molino, Bruce F.,Valeria, Chu

, p. 1773 - 1778 (2007/10/03)

The concepts of centrally constrained and peptide based fibrinogen receptor antagonists have been successfully combined into a single series of analogs which have been demonstrated to be potent inhibitors of platelet aggregation.

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