130966-46-0

Basic information

• Product Name: (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate
• Synonyms: (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate;(2S,3R)-N-tert-Butoxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic;(2S,3R)-N-tert-Butoxycarbonyl-3-hydroxy-2-pyrrolidinecarboxylic acid Methyl ester;(2S,3R)-1-(tert-Butoxycarbonyl)-3-Hydroxypyrrolidine-2-carboxylic acid Methyl ester;1-tert-butyl 2-methyl (2S,3R)-3-hydroxypyrrolidine-1,2-dicarboxylate;-1-tert-Butyl 2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate;(2S,3R)-1-(tert-BOC)-3-Hydroxypyrrolidine-2-carboxylic acid methyl ester
• CAS NO: 130966-46-0
• Molecular Formula: C₁₁H₁₉NO₅
• Molecular Weight: 245.273
• Mol File: 130966-46-0.mol
• Article Data: 16

Chemical Properties

• Boiling Point: 335.244°C at 760 mmHg
• Flash Point: 156.55°C
• Appearance: /
• Density: 1.217g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.501
• Storage Temp.: 2-8°C
• PKA: 14.03±0.40(Predicted)
• CAS DataBase Reference: (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate(130966-46-0)
• EPA Substance Registry System: (2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate(130966-46-0)

Safety Data

• Hazardous Substances Data: 130966-46-0(Hazardous Substances Data)

Usage

General Description

"(2S,3R)-1-tert-Butyl-2-methyl-3-hydroxypyrrolidine-1,2-dicarboxylate" is a chemical compound that belongs to the class of pyrrolidine derivatives. It is a stereochemically defined molecule with a tert-butyl group, a methyl group, and a hydroxy group attached to the pyrrolidine ring. The compound also contains two carboxylate groups, which are important functional groups in organic chemistry. This chemical may have potential applications in pharmaceuticals, agrochemicals, and other industries due to its unique structure and properties. Further research and study may be required to fully understand the potential uses and implications of this compound.

InChI:InChI=1/C11H19NO5/c1-11(2,3)17-10(15)12-6-5-7(13)8(12)9(14)16-4/h7-8,13H,5-6H2,1-4H3/t7-,8+/m1/s1

Upstream product

• 108998-75-0 (2S,3R)-3-Acetoxy-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 184046-78-4 (2S,3S)-1-tert-butyl-2-methyl 3-hydroxypyrrolidine-1,2-dicarboxylate 
• 58632-95-4 2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile 
• 24424-99-5 di-tert-butyl dicarbonate 
• 496841-08-8 cis-3-hydroxy-L-proline methyl ester 
• 567-35-1 (2S,3R)-3-hydroxyproline 
• 130948-04-8 Methyl 1-(tert-butoxycarbonyl)-3-oxopyrrolidine-2-carboxylate 
• 3303-84-2 3-(tert-butyloxycarbonylamino)propionic acid 
• 141734-32-9 5-((tert-butoxycarbonyl)amino)-3-oxopentanoic acid methyl ester 
• 186132-96-7 (2S,3R)-1-[(tert-butoxy)carbonyl]-3-hydroxypyrrolidine-2-carboxylic acid 
• 18107-18-1 diazomethyl-trimethyl-silane 
• 187039-57-2 (2S,3S)-1-(tert-butoxycarbonyl)-3-hydroxypyrrolidine-2-carboxylic acid 
• 1844898-16-3 (2S,3S)-3-hydroxy-pyrrolidine-2-carboxylic acid methyl ester hydrochloride 
• 4298-08-2 trans-3-hydroxy-L-proline 

Downstream Products

• 496841-09-9 (2S,3R)-3-hydroxy-2-pyrrolidinecarboxylic acid methyl ester trifluoroacetate 
• 2165699-77-2 (2S,3R)-1-(tert-butoxycarbonyl)-3-methoxypyrrolidine-2-carboxylic acid 
• 864270-71-3 (2S,3R)-3-(tert-butyldiphenylsilanyloxy)pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-methyl ester 
• 757247-90-8 C₂₃H₃₄ClN₃O₂Si 
• 757247-89-5 (2R,3R)-3-(tert-butyldimethylsilanyloxy)-N-(3-chloro-4-cyano-2-methylphenyl)-2-((S)-1-hydroxy-2-methylpropyl)pyrrolidine-1-carboxamide 
• 945469-40-9 C₂₁H₂₇F₃ClN₃O₂Si 
• 945469-39-6 C₂₁H₂₉F₃ClN₃O₃Si 
• 757247-82-8 (1S,7R,7aR)-2-chloro-4-(7-tert-butyldimethylsilanyloxy-1-trifluoromethyl-3-oxo-hexahydro-pyrrolo[1,2-c]imidazol-2-yl)-3-methyl-benzonitrile 
• 757247-81-7 (2R,3R)-3-(tert-butyldimethylsilanyloxy)-2-[(1R)-(2,2,2-trifluoro-1-hydroxyethyl)]-pyrrolidine-1-carboxylic acid (3-chloro-4-cyano-2-methyl-phenyl)-amide 

Relevant articles and documents

3S-Fluoroproline as a probe to monitor proline isomerization during protein folding by 19F-NMR

Variable-temperature inversion transfer NMR is used to determine the kinetic and thermodynamic parameters of cis-trans isomerization of N-Ac-(3R) and (3S)-fluoroproline-OMe.

Stereodivergent Synthesis of 3-Hydroxyprolines and 3-Hydroxypipecolic Acids via Ketoreductase-Catalyzed Dynamic Kinetic Reduction

We report a practical enzymatic approach for the stereoselective synthesis of hydroxylated cyclic amino acids. Using ketoreductases, cyclic ketoesters are converted with high diastereo- and enantioselectivity to all isomers of 3-hydroxyproline and 3-hydroxypipecolic acid via a dynamic kinetic reduction reaction. This work highlights the ability of enzymes to provide solutions to challenges in stereoselective synthesis. (Figure presented.).

1-(CYCLOALKYL-CARBONYL)PROLINE DERIVATIVE

A compound represented by formula (1) (in the formula: ring-D represents a three- to eight-membered hydrocarbon ring; Ra represents an optionally substituted amino C1-6 alkyl group or the like; Rb1 and Rb2 each independently represent a hydrogen atom, a halogen atom, or the like; Rc represents an optionally substituted C6-10 aryl group or the like; Rd represents a hydrogen atom or the like; and ring-Q represents a (hetero)aryl group or the like which may be substituted with a carboxyl group or the like) or a pharmaceutically acceptable salt thereof exhibits an excellent FXIa inhibitory activity, and is useful as a therapeutic agent against thrombosis or the like.