81135-57-1

Basic information

• Product Name: 2-butenyl-4-methylthreonine
• Synonyms: 2-butenyl-4-methylthreonine;(E)-2-Butenyl-4-methyl-threonine
• CAS NO: 81135-57-1
• Molecular Formula: C9H17NO3
• Molecular Weight: 187.2362
• Mol File: 81135-57-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 376.8°Cat760mmHg
• Flash Point: 181.7°C
• Appearance: /
• Density: 1.116g/cm³
• Vapor Pressure: 3.21E-07mmHg at 25°C
• Refractive Index: 1.512
• CAS DataBase Reference: 2-butenyl-4-methylthreonine(CAS DataBase Reference)
• NIST Chemistry Reference: 2-butenyl-4-methylthreonine(81135-57-1)
• EPA Substance Registry System: 2-butenyl-4-methylthreonine(81135-57-1)

Safety Data

• Hazardous Substances Data: 81135-57-1(Hazardous Substances Data)

Usage

InChI:InChI=1/C9H17NO3/c1-3-4-5-6(2)8(11)7(10)9(12)13/h3-4,6-8,11H,5,10H2,1-2H3,(H,12,13)/b4-3+/t6-,7+,8-/m1/s1

Upstream product

• 104372-54-5 (-)-(2R)-2-methyl-4-hexenal 
• 174196-48-6 (E)-(2S,3R,4R)-2-Formylamino-3-hydroxy-4-methyl-oct-6-enoic acid tert-butyl ester 

Relevant articles and documents

Synthesis and Structural Confirmation of (2S,3R,4R,6E)-2-Acetylamino-3-hydroxy-4-methyl-6-octenoic Acid, a New Amino Acid Produced by Neocosmospora vasinfecta

An unusual amino acid, (2S,3R,4R,6E)-2-acetylamino-3-hydroxy-4-methyl-6-octenoic acid (2a) and its stereoisomer (2b), were synthesized by the aldol condensation of (2R,4E)-2-methyl-4-hexenal (5) with tert-butyl isocyanoacetate (6) as the key reaction via trans-oxazoline derivative 7, in which two continuous chiral centers were newly formed.The oxazoline derivative was efficiently hydrolyzed to afford separable N-formyl-β-hydroxy amino acid esters 8a and 8b in a 1:1 ratio.Each diastereomer was transformed into target N-acetyl amino acids 2a and 2b via corresponding amino acids 1a and 1b.