34081-90-8

Basic information

• Product Name: isatinecic acid
• Synonyms: isatinecic acid;(2S,3R,Z)-5-Ethylidene-2-hydroxy-2-hydroxymethyl-3-methylhexanedioic acid
• CAS NO: 34081-90-8
• Molecular Formula: C10H16 O6
• Molecular Weight: 0
• Mol File: 34081-90-8.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 542.8°Cat760mmHg
• Flash Point: 296.1°C
• Appearance: /
• Density: 1.352g/cm³
• Vapor Pressure: 4.79E-14mmHg at 25°C
• Refractive Index: 1.546
• CAS DataBase Reference: isatinecic acid(CAS DataBase Reference)
• NIST Chemistry Reference: isatinecic acid(34081-90-8)
• EPA Substance Registry System: isatinecic acid(34081-90-8)

Safety Data

• Hazardous Substances Data: 34081-90-8(Hazardous Substances Data)

Usage

InChI:InChI=1/C10H16O6/c1-3-7(8(12)13)4-6(2)10(16,5-11)9(14)15/h3,6,11,16H,4-5H2,1-2H3,(H,12,13)(H,14,15)/b7-3-/t6-,10-/m1/s1

Upstream product

• 106060-37-1 dimethyl (E)-1,2-diacetoxy-3-methylhept-5-ene-2,5-dicarboxylate 
• 480-54-6 retrorsine 
• 33935-64-7 methyl 2-(bromomethyl)-2-butenoate 
• 22787-68-4 methyl 2-(1-acetoxyethyl)acrylate 
• 98837-36-6 methyl 3-hydroxy-2-methylenebutyrate 
• 106060-30-4 dimethyl 5-ethylidene-3-methyl-2-methylenehexane-2,5-dicarboxylate 
• 106060-29-1 4-(1-chloroethyl)-4-methoxycarbonyl-2,2-dimethyl-1,3-dioxolane 
• 106060-28-0 4-(1-hydroxymethyl)-4-methoxycarbonyl-2,2-dimethyl-1,3-dioxolane 
• 106060-26-8 methyl 3-acetoxy-2-hydroxy-2-hydroxymethylbutanoate 
• 106060-35-9 dimethyl 3-methyl-5,6-epoxyhept-1-ene-2,5-dicarboxylate 
• 106060-27-9 4-(1-acetoxyethyl)-4-methoxycarbonyl-2,2-dimethyl-1,3-dioxolane 
• 106060-38-2 dimethyl-1,2-dihydroxy-3-methyl-5,6-epoxyheptane-2,5-dicarboxylate 
• 106060-36-0 dimethyl 1,2-diacetoxy-3-methyl-5,6-epoxyheptane-2,5-dicarboxylate 
• 480-54-6 retrorsine 

Downstream Products

• 34081-95-3 (2S)-5-((E)-ethylidene)-2-hydroxymethyl-3t-methyl-6-oxo-tetrahydro-pyran-2r-carboxylic acid 

Relevant articles and documents

Pyrrolizidine and seco-pyrrolizidine alkaloids of Crotalaria laburnifolia L. subspecies eldomae.

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Necic Acid Synthons. Part 5. Total Synthesis of (+/-)-Retronecic Acid and Related Compounds via Zinc-Mediated Coupling of Halogeno-esters

Zinc-mediated coupling of suitably substituted halogeno esters affords access to (+/-)-retronecic acid (2) and related intermediates.These approaches lead to racemic retronecic acid on the one hand and to a diastereoisomeric mixture of the acid on the other.

Pyrrolizidine Alkaloid Biosynthesis: Stereochemistry of the Formation of Isoleucine in Senecio Species and of its Conversion into Necic Acids

Incorporation experiments with isoleucine (1) and 2-aminobutanoic acid , stereospecifically labelled with tritium at C-4 and C-3 respectively, have shown that the ethyl migration step during biosynthesis of isoleucine (1) in Senecio species takes place with retention of configuration.It was also shown that coupling of two molecules of isoleucine (1) to give the ten-carbon necic acids of the senecic (2) type takes place with loss of the C-4 pro-S and retention of the C-4 pro-R hydrogen from both components.A new synthesis of βγ-unsaturated amino-asids has been developed which provides for control of the configuration of the olefinic system.