212266-76-7

Basic information

• Product Name: (2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate
• Synonyms: (2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate
• CAS NO: 212266-76-7
• Molecular Formula: C₁₃H₂₁NO₆
• Molecular Weight: 287.30894
• Mol File: 212266-76-7.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 358.3±42.0 °C(Predicted)
• Appearance: /
• Density: 1.186±0.06 g/cm3(Predicted)
• PKA: -4.73±0.60(Predicted)
• CAS DataBase Reference: (2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate(212266-76-7)
• EPA Substance Registry System: (2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate(212266-76-7)

Safety Data

• Hazardous Substances Data: 212266-76-7(Hazardous Substances Data)

Usage

Description

(2S,4R)-1-tert-butyl 2,4-dimethylpyrrolidine-1,2,4-tricarboxylate is a pyrrolidine derivative with the molecular formula C13H21NO6. It features three carboxylate groups and a specific (2S,4R) configuration, which refers to the arrangement of substituents around the chiral centers of the molecule. (2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate is known for its steric hindrance due to the presence of tert-butyl and dimethyl groups, affecting its reactivity and solubility. It is a versatile and significant chemical compound in organic chemistry.

Uses

Used in Pharmaceutical Synthesis:
(2S,4R)-1-tert-butyl 2,4-dimethylpyrrolidine-1,2,4-tricarboxylate is utilized as a building block in the synthesis of pharmaceuticals. Its unique structure and functional groups make it a valuable component in creating various medicinal compounds.
Used in Organic Chemistry:
(2S,4R)-1-tert-butyl 2,4-diMethylpyrrolidine-1,2,4-tricarboxylate also serves as an important building block in the synthesis of other organic compounds. Its versatility in organic chemistry is attributed to its ability to participate in a range of chemical reactions, making it a useful intermediate for the development of new molecules with potential applications in various industries.

Upstream product

• 186581-53-3 diazomethane 
• 24424-99-5 di-tert-butyl dicarbonate 
• 220047-57-4 ((R)-2-Benzenesulfonyl-1-benzyloxymethyl-ethyl)-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-amine 
• 212266-75-6 (2S,4R)-1-tert-butoxycarbonyl-2-hydroxymethyl-4-hydroxymethylpyrrolidine 
• 212266-74-5 (2R,4R)-3-Benzenesulfonyl-2,4-bis-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 220047-97-2 (2R,3S,4R)-3-Benzenesulfonyl-2,4-bis-hydroxymethyl-pyrrolidine-1-carboxylic acid tert-butyl ester 
• 212266-72-3 ((3R,5R)-4-Benzenesulfonyl-1-benzyl-5-benzyloxymethyl-pyrrolidin-3-yl)-methanol 
• 220047-66-5 ((3R,4S,5R)-4-Benzenesulfonyl-1-benzyl-5-benzyloxymethyl-pyrrolidin-3-yl)-methanol 
• 212266-71-2 ((R)-2-Benzenesulfonyl-1-benzyloxymethyl-ethyl)-benzyl-(S)-1-oxiranylmethyl-amine 
• 212266-69-8 (S)-3-[((R)-2-Benzenesulfonyl-1-benzyloxymethyl-ethyl)-benzyl-amino]-propane-1,2-diol 
• 212266-68-7 ((R)-2-Benzenesulfonyl-1-benzyloxymethyl-ethyl)-benzyl-((S)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-amine 
• 212266-70-1 Toluene-4-sulfonic acid (S)-3-[((R)-2-benzenesulfonyl-1-benzyloxymethyl-ethyl)-benzyl-amino]-2-hydroxy-propyl ester 
• 88043-21-4 (2S,4R)-4-(toluene-4-sulfonyloxy)-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 194163-91-2 1-(tert-butyl) 2-methyl (2S,4R)-4-cyanopyrrolidine-1 ,2-dicarboxylate 

Downstream Products

• 64769-66-0 (2S,4R)-L-proline-4-carboxylic acid 

Relevant articles and documents

SPIRO-LACTAM AND BIS-SPIRO-LACTAM NMDA RECEPTOR MODULATORS AND USES THEREOF

Disclosed are compounds having potency in the modulation of NMDA receptor activity. Such compounds can be used in the treatment of conditions such as depression and related disorders. Orally delivered formulations and other pharmaceutically acceptable delivery forms of the compounds, including intravenous formulations, are also disclosed.

Asymmetric synthesis of 4-substituted prolines as conformationally constrained amino acid analogues

Treatment of readily available chiral building block 1 with (2R)-2,3-O- isopropylideneglyceraldehyde (5) provides a new route for asymmetric synthesis of 2,4-disubstituted pyrrolidines. Several proline-amino acid chimeras: proline-leucine, proline-lysine, proline-arginine and proline- glutamic acid, are synthesized in highly diastereomerically pure forms.