318464-20-9

Basic information

• Product Name: (3S)-3-amino-2-hydroxy-5-methylhexanoicacid
• Synonyms: (3S)-3-amino-2-hydroxy-5-methylhexanoicacid;EOS-61798;(2R,3S)-3-amino-2-hydroxy-5-methylhexanoic acid
• CAS NO: 318464-20-9
• Molecular Formula: C₇H₁₅NO₃
• Molecular Weight: 161.1989
• Mol File: 318464-20-9.mol
• Article Data: 11

Chemical Properties

• Boiling Point: 336.3±27.0 °C(Predicted)
• Appearance: /
• Density: 1.143±0.06 g/cm3(Predicted)
• PKA: 3.04±0.34(Predicted)
• CAS DataBase Reference: (3S)-3-amino-2-hydroxy-5-methylhexanoicacid(CAS DataBase Reference)
• NIST Chemistry Reference: (3S)-3-amino-2-hydroxy-5-methylhexanoicacid(318464-20-9)
• EPA Substance Registry System: (3S)-3-amino-2-hydroxy-5-methylhexanoicacid(318464-20-9)

Safety Data

• Hazardous Substances Data: 318464-20-9(Hazardous Substances Data)

Usage

General Description

(3S)-3-amino-2-hydroxy-5-methylhexanoicacid, also known as L-methionine, is a naturally occurring essential amino acid that is important for protein synthesis and various metabolic functions in the body. It is classified as a sulfur-containing amino acid and is commonly found in high-protein foods such as meat, fish, and dairy products. L-methionine plays a crucial role in the formation of the antioxidant compound glutathione, as well as in the synthesis of creatine and other important molecules. Additionally, it is involved in the metabolism of fats and has been studied for its potential benefits in promoting liver health and detoxification. L-methionine is also used as a dietary supplement to support overall health and well-being.

Upstream product

• 118970-38-0 (2R,3S)-3-(dibenzylamino)-2-hydroxy-5-methylhexanenitrile 
• 70853-26-8 N-carbobenzoxy-L-leucinal 
• 73397-32-7 (2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoic acid methyl ester 
• 73397-25-8 (2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoic acid 
• 62023-30-7 DL-threo-3-amino-2-hydroxy-5-methylhexanoic acid 
• 2419-38-7 N-phthaloyl-(S)-leucine 
• 64490-39-7 N-phthalyl-L-leucinal 
• 81322-83-0 (S)-3-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-5-methyl-2-trimethylsilanyloxy-hexanenitrile 
• 3183-10-6 N-phthalimide-L-leucinyl chloride 
• 58521-45-2 tert-butoxycarbonyl-L-leucinal 
• 63096-02-6 N-tert-butoxycarbonyl-L-leucine methyl ester 
• 185015-76-3 (4S,5R)-4-Isobutyl-2-oxo-3-(toluene-4-sulfonyl)-oxazolidine-5-carboxylic acid (1R,2S)-2-phenyl-cyclohexyl ester 
• 201798-53-0 (2R,3S)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonylamino)-hexanoic acid methyl ester 
• 111060-65-2 (S)-2-(dibenzylamino)-4-methylpentanal 

Downstream Products

• 849342-14-9 C₆₂H₇₁NO₁₇ 
• 849213-12-3 3-N,2-O-anisaldehyde acetal-3-N-Cbz-5-methyl hexanoyl methyl ester 
• 849213-13-4 iso-butyl sidechain acid 
• 849213-11-2 2(R,S)-hydroxy-3(S)-N-(Cbz)-5-methyl hexanoyl methyl ester 
• 341973-08-8 (3S)-3-amino-2-hydroxy-5-methylhexanoic Acid Methyl Ester Hydrochloride 
• 81322-85-2 (S)-2-{(S)-2-[(S)-2-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid methyl ester 
• 81322-85-2 (S)-2-{(S)-2-[(S)-2-((2S,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid methyl ester 
• 77119-89-2 (S)-2-[(S)-2-((2R,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoylamino)-3-methyl-butyrylamino]-3-phenyl-propionic acid methyl ester 
• 77119-89-2 (S)-2-[(S)-2-((2S,3S)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoylamino)-3-methyl-butyrylamino]-3-phenyl-propionic acid methyl ester 
• 81322-87-4 (S)-2-{(S)-2-[(S)-2-((2S,3S)-3-Amino-2-hydroxy-5-methyl-hexanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid methyl ester; hydrochloride 
• 81371-06-4 (S)-2-{(S)-2-[(S)-2-((2R,3S)-3-Amino-2-hydroxy-5-methyl-hexanoylamino)-4-methyl-pentanoylamino]-3-methyl-butyrylamino}-3-phenyl-propionic acid methyl ester; hydrochloride 
• 81322-88-5 (S)-2-[(S)-2-((2S,3S)-3-Amino-2-hydroxy-5-methyl-hexanoylamino)-3-methyl-butyrylamino]-3-phenyl-propionic acid methyl ester; hydrochloride 
• 81322-88-5 (S)-2-[(S)-2-((2R,3S)-3-Amino-2-hydroxy-5-methyl-hexanoylamino)-3-methyl-butyrylamino]-3-phenyl-propionic acid methyl ester; hydrochloride 
• 73397-27-0 (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-5-methylhexanoic acid 

Relevant articles and documents

Studies on stereoselective [2+2] cycloadditions between N,N-dialkylhydrazones and ketenes

Staudinger-like cycloadditions between chiral, non-racemic N,N-dialkylhydrazones 1 and functionalized ketenes constitute an efficient methodology for the stereoselective construction of the β-lactam ring. The potential for fine tuning of the dialkylamino

Enantiospecific and diastereoselective synthesis of syn-β-amino-α-hydroxy acids

The reaction of chiral α-hydroxy β,γ-unsaturated esters with tosyl isocyanate followed by cyclization of the resulting allylic carbamates with iodine in the presence of sodium carbonate provided trans-4,5-disubstituted 2-oxazolidinone derivatives in a highly diastereoselective manner. The subsequent removal of the iodo group and the protective functionality afforded the syn-β-amino-α-hydroxy acids. Using the reaction sequence, (2R,3S)- and (2S,3R)-3-amino-2-hydroxy acids were synthesized with high enantioselectivity.

Novel amino acid derivatives

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