87392-13-0

Basic information

• Product Name: 4,5-DEHYDRO-LEUCINE
• Synonyms: H-LEU(4,5-DEHYDRO)-OH;H-4,5-DEHYDRO-LEU-OH;H-DLE(4,5)-OH;H-DELTALEU-OH;4,5-DEHYDRO-LEUCINE;4,5-DEHYDRO-L-LEUCINE;(S)-2-Methallylglycine;4-entenoic acid, 2-amino-4-methyl-, (2S)-
• CAS NO: 87392-13-0
• Molecular Formula: C₆H₁₁NO₂
• Molecular Weight: 129.16
• Mol File: 87392-13-0.mol
• Article Data: 8

Chemical Properties

• Appearance: /
• Storage Temp.: -15°C
• CAS DataBase Reference: 4,5-DEHYDRO-LEUCINE(CAS DataBase Reference)
• NIST Chemistry Reference: 4,5-DEHYDRO-LEUCINE(87392-13-0)
• EPA Substance Registry System: 4,5-DEHYDRO-LEUCINE(87392-13-0)

Safety Data

• Hazardous Substances Data: 87392-13-0(Hazardous Substances Data)

Usage

General Description

4,5-Dehydro-leucine is a chemical compound known as a dehydroamino acid, which is a derivative of the essential amino acid leucine. It is structurally similar to leucine but contains a double bond between the 4th and 5th carbon atoms in its side chain. This chemical has been studied for its potential role in various biological processes, including protein synthesis and muscle growth. It has also been investigated for its potential therapeutic use in treating metabolic diseases and neurological disorders. Additionally, 4,5-dehydro-leucine has been examined for its potential as a building block for the synthesis of novel pharmaceutical compounds and as a chemical intermediate in organic synthesis. Overall, this compound holds promise for various applications in medicine, biotechnology, and chemical research.

Upstream product

• 87325-65-3 (R,S)-2-acetamido-4-methyl-4-pentenoic acid 
• 1461642-02-3 (2S,S_S)-2-(tert-butylsulfinamido)-4-methylpent-4-enoic acid 
• 87325-69-7 tert-butyl (2S)-2-amino-4-methylpent-4-enoate 
• 200132-62-3 tert-butyl (S)-2-(diphenylmethyleneamino)-4-methylpent-4-enoate 
• 37944-29-9 ethyl 2-acetamido-2-ethoxycarbonyl-4-methyl-4-pentenoic acid 
• 855650-97-4 2-acetamido-2-(2-methylallyl)malonic acid 
• 181826-55-1 (S)-2-Benzyloxyamino-1-((1S,5R,7R)-10,10-dimethyl-3,3-dioxo-3λ⁶-thia-4-aza-tricyclo[5.2.1.0^1,5]dec-4-yl)-4-methyl-pent-4-en-1-one 
• 121704-04-9 2-(2-Methoxy-acetylamino)-4-methyl-pent-4-enoic acid 

Downstream Products

• 87325-47-1 (2S)-2-tert-butoxycarbonylamino-4-methyl-4-pentenoic acid 
• 87720-55-6 N-fluoren-9-ylmethyloxycarbonyl-4,5-dehydro-L-leucine 
• 171881-79-1 (S)-2-(benzyloxycarbonylamino)-4-methylpent-4-enoic acid 
• 126509-46-4 6-Methyl-heptanoic acid {(S)-2-hydroxy-1-[(R)-1-(2-hydroxymethyl-oxiranecarbonyl)-3-methyl-but-3-enylcarbamoyl]-ethyl}-amide 
• 126509-46-4 eponemycin 
• 141632-06-6 (3RS,4S)-3-hydroxy-2-hydroxymethyl-6-methyl-4-tritylamino-1,6-heptadiene 
• 157756-16-6 (S)-4-methyl-2-tritylamino-4-penten-1-ol 
• 141632-05-5 (S)-4-methyl-2-tritylamino-4-pentenal 
• 666718-78-1 tert-butyl 1-(hydroxymethyl)-3-methylbut-3-enylcarbamate 

Relevant articles and documents

ANTHELMINTIC DEPSIPEPTIDE COMPOUNDS

The present invention provides cyclic depsipeptide compounds of formula (I) wherein the stereochemical configuration of at least one carbon atom bearing the groups Cy1, Cy2, R1, R2, R3, R4, Ra and Rb is inverted compared with the naturally occurring cyclic depsipeptide PF1022A. The invention also provides compositions comprising the compounds that are effective against parasites that harm animals. The compounds and compositions may be used for combating parasites in or on mammals and birds. The invention also provides for an improved method for eradicating, controlling and preventing parasite infestation in birds and mammals.

Diastereoselective amidoallylation of glyoxylic acid with chiral tert-butanesulfinamide and allylboronic acid pinacol esters: Efficient synthesis of optically active γ,δ-unsaturated α-amino acids This work is dedicated to Dr. Masanori Sakamoto, Professor Emeritus of Meiji Pharmaceutical University, on the occasion of his 77th birthday (KIJU)

A convenient synthesis of δ,γ-unsaturated amino acids has been developed. After a mixture of (R)-tert-butanesulfinamide and glyoxylic acid with molecular sieves in CH2Cl2 was stirred for 42 h at room temperature, allylboronic acid pinacol ester was added to the mixture to give (R)-2-((R)-tert-butanesulfinamido)pent-4-enoic acid with high diastereoselectivity. The corresponding reaction of (Z)-crotylboronic acid pinacol ester produced no product; however, that of (E)-crotylboronic acid pinacol ester produced (2R,3S)-2-((R)-tert-butylsulfinamido)-3-methylpent-4- enoic acid with excellent diastereoselectivity.

The asymmetric synthesis of allylglycine and other unnatural α-amino acid via zinc-mediated allylation of oximes in aqueous media

Enantiomerically pure or highly enriched allylglycine and its chain-substituted analogs are easily accessible from the reaction of the sultam derivative of O-benzyl glyoxylic acid oxime with allylic bromides in the presence of powdered zinc in aqueous ammonium chloride.