149814-40-4

Basic information

• Product Name: 1,2-Pyrrolidinedicarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester, (2S,4R)-
• Synonyms: N-Boc-trans-4-tert-butyldimethylsiloxy-L-proline
• CAS NO: 149814-40-4
• Molecular Formula: C16H31NO5Si
• Molecular Weight: 345.511
• Mol File: 149814-40-4.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester, (2S,4R)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,2-Pyrrolidinedicarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester, (2S,4R)-(149814-40-4)
• EPA Substance Registry System: 1,2-Pyrrolidinedicarboxylic acid, 4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-, 1-(1,1-dimethylethyl) ester, (2S,4R)-(149814-40-4)

Safety Data

• Hazardous Substances Data: 149814-40-4(Hazardous Substances Data)

Usage

Type of Compound

Ester

Structural Modification

Dimethylsilyl group

Stereocenters

Two (2S,4R configuration)

Potential Applications

Pharmaceutical industry

Specific Area of Interest

Central nervous system disorders

Pharmacological Properties

Ongoing research and investigation

Therapeutic Applications

Ongoing research and investigation

Upstream product

• 114676-91-4 1-tert-butyl 2-methyl (2S,4R)-4-{[tert-butyl(dimethyl)silyl]oxy}pyrrolidine-1,2-dicarboxylate 
• 24424-99-5 di-tert-butyl dicarbonate 
• 40216-83-9 L-4-hydroxyproline methyl ester hydrochloride 
• 74844-91-0 1-tert-butyl 2-methyl (2S,4R)-4-hydroxy-1,2-pyrrolidinedicarboxylate 
• 13726-69-7 (2S,4R)-4-hydroxy-1-[(2-methylpropan-2-yl)oxycarbonyl]pyrrolidine-2-carboxylic acid 
• 18162-48-6 tert-butyldimethylsilyl chloride 
• 51-35-4 4R-4-hydroxyproline 
• 1499-56-5 (R)-4-hydroxy-L-proline ethyl ester 
• 1063998-64-0 (2S,4R)-4-Hydroxy-pyrrolidine-2-carbonyl chloride 

Downstream Products

• 400724-24-5 (+)-menthyl (2S,4R)-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carboxylate 
• 400724-23-4 (-)-menthyl (2S,4R)-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carboxylate 
• 400724-42-7 (+)-menthyl (2S/R,4R)-2-benzyl-1-(tert-butoxycarbonyl)-4-(tert-butyldimethylsilyloxy)pyrrolidine-2-carboxylate 
• 1374161-90-6 (2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-((S)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1374161-89-3 (2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1032574-48-3 (2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid ((S)-1-phenylethyl)amide 
• 1072147-15-9 (2S,4R)-4-hydroxy-2-((R)-1-phenylethylcarbamoyl)pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1206228-45-6 (2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-[(S)-methyl-(1-phenylethyl)carbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1374161-98-4 (2S,4R)-4-hydroxy-2-[(R)-methyl-(1-phenylethyl)carbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1374161-99-5 (2S,4R)-4-hydroxy-2-[(S)-methyl-(1-phenylethyl)carbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1374161-91-7 (2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-[(R)-methyl-(1-phenylethyl)carbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1374161-92-8 (2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid methyl((R)-1-phenylethyl)amide 
• 1374161-93-9 (2S,4R)-4-(tert-butyldimethylsilanyloxy)-2-[(S)-methyl-(1-phenylethyl)carbamoyl]pyrrolidine-1-carboxylic acid tert-butyl ester 
• 1374161-94-0 (2S,4R)-4-hydroxypyrrolidine-2-carboxylic acid methyl((S)-1-phenylethyl)amide 

Relevant articles and documents

NOVEL OXADIAZOLE DERIVATIVE AND PHARMACEUTICAL CONTAINING SAME

An amyloid fibril formation inhibitor comprising a compound represented by the following general formulae (I) to (III): wherein Q is -C(=O)-; X is -C(=O)-, -NH-C(=O)-; Y is -(CH2)m-; Z is -(CH2)n-; R1

Highly diastereo- and enantioselective direct aldol reactions by 4-tert-butyldimethylsiloxy-substituted organocatalysts derived from N-prolylsulfonamides in water

A new set of 4-tert-butyldimethylsiloxy-substituted organocatalysts derived from N-prolylsulfonamide has been designed and proved to be effective in catalyzing the direct aldol reactions of cyclic ketones with a series of aromatic aldehydes. Furthermore, to the best of our knowledge, there are no reports on the aldol reaction generating the products in very good yields (>99%) and with excellent diastereoselectivities up to >99:1 and enantioselectivities up to >99% by using lower catalyst loadings (only 3 mol %), without using any additives in a large amount of water under mild conditions.