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

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

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

• 77119-88-1 (3S)-3-(tert-butoxycarbonylamino)-2-hydroxy-5-methyl hexanoic acid 
• 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 
• 118970-38-0 (2R,3S)-3-(dibenzylamino)-2-hydroxy-5-methylhexanenitrile 

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

Stereoselective cyanation of chiral α-amino aldehydes by reaction with Nagata's reagent: A route to enantiopure β-amino-α-hydroxy acids

Chiral α-dibenzylamino aldehydes react with diethylaluminum cyanide leading to anti-β-dibenzylamino-α-hydroxycyanides as the major diastereoisomers in good yields and diastereomeric excesses. Hydrolysis of the nitrile derivatives allows the synthesis of enantiopure β-amino-α-hydroxy acids.

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.

Histidine derivatives

Novel amino acid derivatives useful as a therapeutic agent are disclosed. These amino acid derivatives and the pharmaceutically acceptable salts thereof have a human renin inhibitory effect when administered orally and are useful for treatment of hypertension, especially renin-associated hypertension.

Novel amino acid derivatives

Novel amino acid derivatives useful as a therapeutic agent are disclosed. These amino acid derivatives and the pharmaceutically acceptable salts thereof have a human renin inhibitory effect when administered orally and are useful for treatment of hypertension, especially renin-associated hypertension.

Renin Inhibitors. Substitution of the Leucyl Residues of Leu-Leu-Val-Phe-OCH3 with 3-Amino-2-hydroxy-5-methylhexanoic Acid

The 2S,3S and 2R,3S diastereoisomers of the hydroxy amino acid 3-amino-2-hydroxy-5-methylhexanoic acid (AHMHA) were synthesized and substituted for the leucyl residues of Leu-Leu-Val-Phe-OCH3 to yield the following analogues: AHMHA-Leu-Val-Phe-OCH3, AHMHA