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

Description

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

Uses

Used in Pharmaceutical Industry:
L-methionine is used as a pharmaceutical ingredient for its potential health benefits, including liver health and detoxification. Its role in the formation of glutathione, an important antioxidant, makes it a valuable component in the development of treatments for various health conditions.
Used in Nutritional Supplements:
L-methionine is used as a dietary supplement to support overall health and well-being. Its essential role in protein synthesis and metabolism makes it a popular choice for individuals seeking to improve their nutritional intake and support their body's natural functions.
Used in Food Industry:
L-methionine is used in the food industry as a nutritional additive to enhance the protein content of various food products. Its presence in high-protein foods makes it a suitable supplement for improving the nutritional value of certain food items.
Used in Cosmetics Industry:
L-methionine may be used in the cosmetics industry for its potential benefits in promoting skin health and reducing the signs of aging. Its role in the synthesis of important molecules and its antioxidant properties make it a valuable ingredient in skincare products.
Used in Agricultural Industry:
L-methionine can be used in the agricultural industry as a feed supplement for livestock to support their overall health and well-being. Its essential role in protein synthesis and metabolism makes it a beneficial addition to animal diets.

Upstream product

• 143-33-9 sodium cyanide 
• 87024-12-2 (S)-1-(2'-benzyloxycarbonylamino-4'-methylpentanoyl)-3,5-dimethylpyrazole 
• 77119-88-1 (3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-5-methyl hexanoic acid 
• 81322-90-9 phthalyl-L-leucinal cyanohydrin 
• 318464-18-5 (3S)-3-(N-t-butoxycarbonylamino)-2-hydroxy-5-methylhexanenitrile 
• 185015-80-9 (2R,3S)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonylamino)-hexanoic acid 
• 156742-12-0 (3R,4S)-3-hydroxy-4-(2-methylpropyl)-2-azetidinone 
• 590-86-3 isovaleraldehyde 
• 438566-61-1 (3R,4S)-3-benzyloxy-4-isobutylazetidin-2-one 
• 438566-42-8 (3R,4S)-3-benzyloxy-4-isobutyl-1-[(2S)-2-(1-ethyl-1-methoxypropyl)pyrrolidin-1-yl]azetidin-2-one 
• 111060-65-2 (S)-2-(dibenzylamino)-4-methylpentanal 
• 118970-38-0 (2R,3S)-3-(dibenzylamino)-2-hydroxy-5-methylhexanenitrile 
• 201798-53-0 (2R,3S)-2-Hydroxy-5-methyl-3-(toluene-4-sulfonylamino)-hexanoic acid 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 

Downstream Products

• 73397-20-3 (2S,3S)-3-Amino-2-hydroxy-5-methylhexanoic Acid 
• 105166-96-9 N¹-[(S)-1-{(S)-1-[Hydroxy-(3-methyl-butylcarbamoyl)-methyl]-3-methyl-butylcarbamoyl}-2-(1H-imidazol-4-yl)-ethyl]-2-naphthalen-1-ylmethyl-N⁴-phenethyl-succinamide 
• 73397-27-0 (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-5-methylhexanoic acid 
• 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 
• 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 
• 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 
• 81322-87-4 (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 
• 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 
• 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 
• 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 
• 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 
• 341973-08-8 (3S)-3-amino-2-hydroxy-5-methylhexanoic Acid Methyl Ester Hydrochloride 
• 849213-11-2 2(R,S)-hydroxy-3(S)-N-(Cbz)-5-methyl hexanoyl methyl ester 
• 849213-13-4 iso-butyl sidechain 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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