104553-43-7

Basic information

• Product Name: (S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER
• Synonyms: (S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER;(S)-Tert-butyl 2-(pyrrolidin-2-yl)acetate;2-Pyrrolidineacetic acid, 1,1-dimethylethyl ester, (2S)-
• CAS NO: 104553-43-7
• Molecular Formula: C₁₀H₁₉NO₂
• Molecular Weight: 185.26
• Mol File: 104553-43-7.mol

Chemical Properties

• Boiling Point: 238.129°C at 760 mmHg
• Flash Point: 97.817°C
• Appearance: /
• Density: 0.966g/cm³
• Vapor Pressure: 0.043mmHg at 25°C
• Refractive Index: 1.448
• Storage Temp.: 2-8°C
• PKA: 10.00±0.10(Predicted)
• CAS DataBase Reference: (S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER(CAS DataBase Reference)
• NIST Chemistry Reference: (S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER(104553-43-7)
• EPA Substance Registry System: (S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER(104553-43-7)

Safety Data

• Hazardous Substances Data: 104553-43-7(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER is used as a building block for the synthesis of various pharmaceutical drugs. Its unique structure and properties make it a valuable component in the development of new medications.
Used as a Chiral Auxiliary in Organic Synthesis:
In the field of organic synthesis, (S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER serves as a chiral auxiliary, aiding in the production of enantiomerically pure compounds. Its ability to induce chirality in reactions is crucial for the synthesis of biologically active molecules with specific stereochemistry.
Used in Medicinal Chemistry:
(S)-PYRROLIDIN-2-YL-ACETIC ACID TERT-BUTYL ESTER has potential applications in the field of medicinal chemistry, particularly in the development of new therapeutic agents. Its unique structure and properties make it a promising candidate for the design and synthesis of novel drugs with improved efficacy and selectivity.

InChI:InChI=1/C10H19NO2/c1-10(2,3)13-9(12)7-8-5-4-6-11-8/h8,11H,4-7H2,1-3H3/t8-/m0/s1

Upstream product

• 1148-11-4 N-Benzyloxycarbonyl-L-proline 
• 569679-82-9 (3R,αS)-tert-butyl 3-(N-allyl-N-α-methylbenzylamino)-pent-4-enoate 
• 468071-45-6 (2R,αS)-tert-butyl 1-(N-α-methylbenzyl)-2,5-dihydro-1H-2-pyrrolyl-acetate 
• 164660-17-7 (3R,4E,αS)-tert-butyl 3-(N-allyl-N-α-methylbenzylamino)-hept-4-enoate 
• 81838-85-9 tert-butyl (2E,4E)-2,4-hexadienoate 
• 16809-92-0 tert-butyl (2E)-penta-2,4-dienoate 
• 852052-53-0 tert-butyl-(E)-6-hydroxyhex-2-enoate 
• 852052-54-1 tert-butyl-(3S,αS)-3-(N-benzyl-N-(α-methylbenzyl)amino)-6-hydroxyhexanoate 
• 852052-44-9 (E)-6-oxo-hex-2-enoic acid tert-butyl ester 
• 852052-45-0 tert-butyl (3S,αS)-3-(N-benzyl-(α-methylbenzyl)amino)-6-oxohexanoate 
• 468071-50-3 (2S,αS)-tert-butyl 1-(N-α-methylbenzylamino)-pyrrolidin-2-yl-acetate 

Downstream Products

• 56633-75-1 (S)-2-(pyrrolidin-2-yl)acetic acid 

Relevant articles and documents

Total synthesis and in vivo evaluation of 8-deoxypumiliotoxin 193H

The total synthesis of both the double bond isomers of indolizine alkaloid 8-deoxypumiliotoxin 193H has been accomplished. Both the double bond isomers Z-4 and E-4 induced convulsions and inhibited neuro-muscular activity at a dose of 25 mg/kg after intra

Total synthesis of the putative structure of deoxypumiliotoxin 193h by an ireland-claisen rearrangement

A stereoselective total synthesis of one diastereomer of 8-deoxypumiliotoxin 193H is described. The concise total synthesis features the use of readily available natural amino acids as the starting materials and the Ireland-Claisen rearrangement as the ke

Cyclic β-amino acid derivatives: Synthesis via lithium amide promoted tandem asymmetric conjugate addition-cyclisation reactions

The product distribution upon conjugate addition of homochiral lithium N-benzyl-N-α-methylbenzylamide to dimethyl-(E,E)-nona-2,7-dienedioate can be controlled to give either the cyclic 1,2-anti-1,6-anti-β-amino ester (derived from conjugate addition and i

Asymmetric synthesis of cyclic β-amino acids and cyclic amines via sequential diastereoselective conjugate addition and ring closing metathesis

Diastereoselective conjugate addition of lithium (S)-N-allyl-N-α-methylbenzylamide to a range of α,β-unsaturated esters followed by ring closing metathesis is used to afford efficiently a range of substituted cyclic β-amino esters in high d.e. Alternatively, conjugate addition to α,β-unsaturated Weinreb amides, functional group conversion and ring closing metathesis affords cyclic amines in high d.e. The further application of this methodology to the synthesis of a range of carbocyclic β-amino esters via conjugate addition, enolate alkylation and ring closing metathesis is also described. Application of this methodology affords, after deprotection, (S)-homoproline, (S)-homopipecolic acid, (S)-coniine and (1S,2S)-trans-pentacin.

Ring closing metathesis for the asymmetric synthesis of (S)-homopipecolic acid, (S)-homoproline and (S)-coniine

Diastereoselective conjugate addition of lithium (S)-N-allyl-N-α-methylbenzylamide to α,β-unsaturated esters or Weinreb amides, followed by ring closing metathesis is used to afford the cyclic β-amino acids (S)-homopipecolic acid and (S)-homoproline and the amine (S)-coniine in high ee.