70853-11-1

Usage

Uses

Used in Nutritional Supplements:
L-threonine is used as a nutritional supplement to support the body's protein synthesis and overall health. It is particularly important for individuals who have difficulty obtaining adequate amounts of this essential amino acid through their diet.
Used in Pharmaceutical Applications:
L-threonine is used in the pharmaceutical industry as a precursor for the production of various medications, including those that target the central nervous system and promote muscle development.
Used in Food and Beverage Industry:
L-threonine is used as a flavor enhancer and a nutritional supplement in the food and beverage industry. It can be added to various products to improve taste and provide additional health benefits.
Used in Cosmetics and Personal Care Products:
L-threonine is used in cosmetics and personal care products for its moisturizing and skin-soothing properties. It can be found in various formulations, such as creams, lotions, and serums, to promote healthy and hydrated skin.
Used in Animal Nutrition:
L-threonine is used in animal nutrition to support the growth and development of livestock. It is an essential component of animal feed, helping to ensure that animals receive the necessary nutrients for optimal health and productivity.

Upstream product

• 128114-54-5 (-)-8-Phenylmenthyl (2S,3R)-3-Amino-2-hydroxy-5-methyl-hexanoate 
• 128114-52-3 (-)-8-Phenylmenthyl 2-Hydroxy-5-methyl-3-nitro-hexanoate 
• 63096-02-6 N-tert-butoxycarbonyl-L-leucine methyl ester 
• 151-50-8 potassium cyanide 
• 112803-68-6 methyl DL-threo-3-amino-2-hydroxy-5-methylhexanoate 
• 75513-56-3 (E)-methyl 5-methyl-2-hexenoate 
• 75513-58-5 methyl threo-2,3-dihydroxy-5-methylhexanoate 
• 75410-06-9 methyl cis-2,3-epoxy-5-methylhexanoate 
• 75513-59-6 methyl threo-3-hydroxy-2-tosyloxy-5-methylhexanoate 
• 590-86-3 isovaleraldehyde 
• 73397-22-5 Cbz-D-Leu-OMe 
• 70853-26-8 (R)-4-methyl-1-oxopentane-2-benzylcarbamate 
• 63219-62-5 [(S)-1-((S)-Cyano-hydroxy-methyl)-3-methyl-butyl]-carbamic acid benzyl ester 
• 128114-53-4 8-Phenylmenthyl (2S,3R)-5-Methyl-3-nitro-2-((triethylsilyl)oxy)hexanoate 

Downstream Products

• 73397-25-8 (2S,3R)-3-tert-Butoxycarbonylamino-2-hydroxy-5-methyl-hexanoic acid 
• 73397-25-8 (2RS,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid 
• 67655-94-1 amastatin 
• 73465-23-3 (2R,3R)-(3-Amino-2-hydroxy-5-methylhexanoyl)-L-valyl-L-valyl-L-aspartic Acid 
• 73397-26-9 (2R,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid 
• 73397-25-8 (2S,3R)-3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoic Acid 
• 73465-22-2 (2R,3R)-<3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoyl>-L-valyl-L-valyl-aspartic Acid Dibenzyl Ester 
• 73397-34-9 (2S,3R)-<3-<<(tert-Butyloxy)carbonyl>amino>-2-hydroxy-5-methylhexanoyl>-L-valyl-L-valyl-aspartic Acid Dibenzyl Ester 
• 73397-27-0 (2S,3S)-3-[(tert-butoxycarbonyl)amino]-2-hydroxy-5-methylhexanoic acid 
• 73397-20-3 (2S,3S)-3-Amino-2-hydroxy-5-methylhexanoic Acid 
• 318464-20-9 (2R,3S)-3-amino-2-hydroxy-5-methylhexanoic acid 

Relevant academic research and scientific papers

Synthesis of (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid: Bridging Effect of KF

Natural (2S,3R)-3-amino-2-hydroxy-5-methylhexanoic acid is synthesized in 53-55percent yield (referred to (-)-8-phenylmenthol used as chiral auxiliary) by condensation of 1-nitro-3-methylbutane on (-)-8-phenylmenthol glyoxylate hydrate using KF as a mild base.With a large excess of KF in THF it has been possible to increase the diastereoselectivity of the nitro aldol condensation (up to I/II/III/IV = 77/13/10/0).

Nucleophilic Openings of 2,3-Epoxy Acids and Amides Mediated by Ti(O-i-Pr)4. Reliable C-3 Selectivity

2,3-Epoxy acids and amides are opened regioselectively at C-3 by nucleophiles in the presence of Ti(O-i-Pr)4.

Synthesis of (2S,3R)-3-Amino-2-hydroxy-5-methylhexanoic Acid Derivatives. Application to the Synthesis of Amastatin, an Inhibitor of Aminopeptidases

Methods are reported for the synthesis of optically pure derivatives of (2S,3R)-3-amino-2-hydroxy-5-methylhexanoic acid. -D-leucine methyl ester was reduced in 95percent yield with diisobutylaluminum hydride to the aldehyde which was converted via the cyanohydrin to (2RS,3R)-3-amino-2-hydroxy-5-methylhexanoic acid (AHMHA).The mixture of diastereomers was converted to the corresponding Boc-AHMHA methyl ester derivatives and separated by chromatography over silica gel.The optical purity of the diastereomers at C-3 was established by converting each to diastereomeric Boc-AHMHA-Leu-OMe and separating these dipeptides by chromatography.Pure (2S,3R)-Boc-AHMHA was coupled with valyl-valyl-aspartic acid dibenzyl ester by using dicyclohexylcarbodiimide/ 1-hydroxybenzotriazole in 63percent yield.The Boc group was removed by using trifluoroacetid acid, and the benzyl groups were removed by hydrogenolysis.The product, (2S,3R)-AHMHA-L-Val-L-Val-L-Asp, amastatin, was found to be identical with the natural product.