127126-06-1

Basic information

• Product Name: (2S,3R)-3-HYDROXY-L-ISOVALINE
• Synonyms: H-SR-IVL(3-OH)-OH;(2S,3R)-3-HYDROXY-L-ISOVALINE;L-Isovaline, 3-hydroxy-, (3R)- (9CI)
• CAS NO: 127126-06-1
• Molecular Formula: C5H11NO3
• Molecular Weight: 133.15
• Product Categories: GLYCINESCAFFOLD
• Mol File: 127126-06-1.mol

Chemical Properties

• Boiling Point: 317.3±32.0 °C(Predicted)
• Appearance: /
• Density: 1.240±0.06 g/cm3(Predicted)
• PKA: 2.23±0.14(Predicted)
• CAS DataBase Reference: (2S,3R)-3-HYDROXY-L-ISOVALINE(CAS DataBase Reference)
• NIST Chemistry Reference: (2S,3R)-3-HYDROXY-L-ISOVALINE(127126-06-1)
• EPA Substance Registry System: (2S,3R)-3-HYDROXY-L-ISOVALINE(127126-06-1)

Safety Data

• Hazardous Substances Data: 127126-06-1(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
(2S,3R)-3-HYDROXY-L-ISOVALINE is used as a building block for the development of pharmaceutical compounds due to its unique structure and potential bioactive properties. Its incorporation into drug molecules can lead to the discovery of new therapeutic agents with improved efficacy and selectivity.
Used in Medicinal Chemistry Research:
(2S,3R)-3-HYDROXY-L-ISOVALINE is used as a key component in the synthesis of novel bioactive molecules for medicinal chemistry research. Its unique stereochemistry and functional groups can be exploited to design and develop innovative drug candidates with potential applications in various therapeutic areas.
Used in Drug Delivery Systems:
(2S,3R)-3-HYDROXY-L-ISOVALINE can be used as a component in the design of drug delivery systems to improve the bioavailability and therapeutic efficacy of pharmaceutical compounds. Its unique structure can be utilized to enhance the stability, solubility, and targeted delivery of drugs, leading to better treatment outcomes.
Used in Natural Product Research:
(2S,3R)-3-HYDROXY-L-ISOVALINE, being a rare amino acid identified in certain natural products, can be used as a starting material for the exploration and development of bioactive compounds from natural sources. Its unique properties can contribute to the discovery of new lead compounds with potential applications in medicine and healthcare.

Upstream product

• 211805-88-8 (2S,3R)-2-Amino-3-hydroxy-2-methyl-butyric acid isobutyl ester 
• 7779-81-9 isobutyl (Z)-2-methylbut-2-enoate 
• 211805-85-5 isobutyl (2R,3R)-2,3-dihydroxy-2-methylbutanoate 
• 211805-86-6 (4R,5R)-4,5-Dimethyl-2,2-dioxo-2λ⁶-[1,3,2]dioxathiolane-4-carboxylic acid isobutyl ester 
• 1139694-89-5 methyl (2R,3S,7R,7aS)-7-methoxy-2,3,7,7a-tetramethyl-5-oxotetrahydro-2H-oxazolo[4,3-b]oxazole-3-carboxylate 
• 1213233-82-9 (4S,5R)-4-isopropoxycarbonyl-4,5-dimethyl-2-phenyl-1,3-oxazoline 
• 211805-87-7 (2S,3R)-2-Azido-3-hydroxy-2-methyl-butyric acid isobutyl ester 
• 677344-61-5 (1R,7aR)-1,5,5,7a-tetramethyl-2,6-dioxa-4-azapentalen-3-one 
• 677344-58-0 (4R,1'S)-N-(tert-butoxycarbonyl)-4-(1'-hydroxyethyl)-2,2,4-trimethyloxazolidine 

Relevant articles and documents

α-Alkylation versus retro-O-Michael/γ-alkylation of bicyclic N,O-acetals: an entry to α-methylthreonine

The synthesis of a new threonine equivalent based on a bicyclic N,O-acetal substructure incorporating four stereogenic centres is developed from Boc-l-threonine methyl ester in one step. Its use as an excellent chiral building block was demonstrated in a new diastereoselective synthesis of α-methylthreonine by an α-alkylation reaction and in the synthesis of chiral α,β-dehydroamino acid derivatives, using the tandem retro-O-Michael/γ-alkylation reactions as key steps.

Asymmetric synthesis of all stereoisomers of a-methylthreonine using an organocatalytic steglich rearrangement reaction as a key step

An efficient synthetic route to all four stereoisomers of a-methylthreonine has been established. Each type of stereoisomer has been isolated in diastereomerically pure form and with an enantiomeric excess of at least 86% ee. The key step in this multi-st

α-Methylserinals as an access to α-methyl-β-hydroxyamino acids: Application in the synthesis of all stereoisomers of α- methylthreonine

The asymmetric synthesis of all stereoisomers of α-methylthreonine using a stereodivergent synthetic route starting from (S)- and (R)-N-Boc-N,O-isopropylidene-α-methylserinals is reported. The key step involves the asymmetric addition of methylmagnesium bromide to these aldehydes with a high level of asymmetric induction being observed. This methodology represents a powerful tool for the synthesis of different β-substituted α-methylserines.