77450-00-1

Basic information

• Product Name: (2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester
• Synonyms: (2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester
• CAS NO: 77450-00-1
• Molecular Weight: 259.302
• Mol File: 77450-00-1.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 350.2±42.0 °C(Predicted)
• Density: 1.189±0.06 g/cm3(Predicted)
• CAS DataBase Reference: (2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: (2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester(77450-00-1)
• EPA Substance Registry System: (2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester(77450-00-1)

Safety Data

• Hazardous Substances Data: 77450-00-1(Hazardous Substances Data)

Usage

Description

(2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester is a chiral building block derived from the amino acid proline, which is essential for the synthesis of collagen and other proteins. It is a tert-butyl and ethyl ester derivative of 4-hydroxyproline-1,2-dicarboxylic acid, and is commonly used in the field of organic chemistry for the synthesis of complex molecules and pharmaceuticals.

Uses

Used in Pharmaceutical Industry:
(2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester is used as a key intermediate in the synthesis of potential therapeutic agents with improved pharmacological properties. Its unique structure and properties make it valuable for studying the structure-activity relationships of different molecules, which can lead to the development of new drugs with enhanced efficacy and safety profiles.
Used in Organic Chemistry Research:
(2R,4R)-4-hydroxyproline-1,2-dicarboxylic acid 1-tert-butyl 2-ethyl ester is used as a chiral building block in the synthesis of complex organic molecules. Its versatility and unique stereochemistry make it a valuable tool for researchers in the field of organic chemistry, enabling the development of novel compounds with potential applications in various industries.

Downstream Products

• 1338549-50-0 (2R,4S)-2-(N₃-benzoylthymine-1-ylmethyl)-4-carboxymethoxy-pyrrolidine-1-carboxylic acid 9H-fluoren-9-ylmethyl ester 
• 1338549-38-4 (2R,4S)-2-(N₃-benzoylthymine-1-ylmethyl)-4-tert-butoxycarbonylmethyoxypyrrolidine-1-carboxylic acid tert-butyl ester 
• 1338549-34-0 (2R,4S)-4-tert-butoxycarbonylmethoxy-2-(4-tosyloxymethyl)-4-hydroxypyrrolidine-1-carboxylic acid tert-butyl ester 
• 1346163-26-5 (1S,6R,7aR,E)-2-(4-hydroxybenzylidene)hexahydro-1H-pyrrolizine-1,6-diol 
• 1346163-25-4 (1S,6R,7aR,Z)-2-benzylidenehexahydro-1H-pyrrolizine-1,6-diol 
• 1346163-24-3 (1S,2R,6R,7aR)-2-(4-hydroxybenzyl)hexahydro-1H-pyrrolizine-1,6-diol 
• 1346163-23-2 (1S,2S,6R,7aR)-1,6-dihydroxy-2-(4-hydroxybenzyl)tetrahydro-1H-pyrrolizin-3(2H)-one 
• 1346163-22-1 (1S,2R,6R,7aR)-2-benzylhexahydro-1H-pyrrolizine-1,6-diol 
• 1346163-21-0 (1S,2S,6R,7aR)-2-benzyl-1,6-dihydroxytetrahydro-1H-pyrrolizin-3(2H)-one 
• 1346163-20-9 (1S,6R,7aR,,Z)-1,6-dihydroxy-2-(4-nitrobenzylidene)tetrahydro-1H-pyrrolizin-3(2H)-one 
• 1346163-19-6 (1S,6R,7aR,,Z)-1,6-dihydroxy-2-(4-hydroxybenzylidene)tetrahydro-1H-pyrrolizin-3(2H)-one 

Relevant articles and documents

A short diastereoselective synthesis of cis-(2S,4S) and cis-(2R,4R)-4-hydroxyprolines

A concise synthesis of (2R,4R)-4-hydroxyproline (1) and (2S,4S)-4-hydroxyproline (2) has been developed in enantiomerically pure form from commercially available starting materials with excellent diastereoselectivity. The tightly bound chelation controlled transition state formed during the 5-exo-tet ring closure reaction is assumed to be the origin of high diastereoselectivity.