92973-40-5

Basic information

• Product Name: METHYL 3,4-O-ISOPROPYLIDENE-L-THREONATE
• Synonyms: (ALPHAR,4S)-2,2-DIMETHYL-ALPHA-HYDROXY-1,3-DIOXOLANE-4-ACETIC ACID METHYL ESTER;3,4-O-ISOPROPYLIDENE-L-THREONIC ACID METHYL ESTER;METHYL 3,4-O-ISOPROPYLIDENE-L-THREONATE;(αr,4s)-2,2-dimethyl-α-hydroxy-1,3-dioxolane-4-acetic acid methyl ester;(αR,4S)-2,2-Dimethyl-α-hydroxy-1,3-dioxolane-4-acetic acid methyl ester, 3,4-O-Isopropylidene-L-threonic acid methyl ester;(R)-Methyl 2-((S)-2,2-diMethyl-1,3-dioxolan-4-yl)-2-hydroxyacetate;Methyl 3,4-O-isopropylidene-L-threonate 97%
• CAS NO: 92973-40-5
• Molecular Formula: C₈H₁₄O₅
• Molecular Weight: 190.19
• Mol File: 92973-40-5.mol
• Article Data: 21

Chemical Properties

• Boiling Point: 125 °C12 mm Hg(lit.)
• Flash Point: 210 °F
• Appearance: /
• Density: 1.175 g/mL at 25 °C(lit.)
• Vapor Pressure: 0.00213mmHg at 25°C
• Refractive Index: n20/D 1.446(lit.)
• PKA: 12.03±0.20(Predicted)
• BRN: 7862
• CAS DataBase Reference: METHYL 3,4-O-ISOPROPYLIDENE-L-THREONATE(CAS DataBase Reference)
• NIST Chemistry Reference: METHYL 3,4-O-ISOPROPYLIDENE-L-THREONATE(92973-40-5)
• EPA Substance Registry System: METHYL 3,4-O-ISOPROPYLIDENE-L-THREONATE(92973-40-5)

Safety Data

• Safety Statements: 23-24/25
• WGK Germany: 3
• Hazardous Substances Data: 92973-40-5(Hazardous Substances Data)

Usage

Uses

Used to prepare a dihydrofuran substrate in the total synthesis of (-)-echinosporin.

InChI:InChI=1/C8H14O5/c1-8(2)12-4-5(13-8)6(9)7(10)11-3/h5-6,9H,4H2,1-3H3/t5-,6+/m0/s1

Upstream product

• 58650-92-3 5,6-O-isopropylidene-3-O-methyl-L-ascorbic acid 
• 74-88-4 methyl iodide 
• 67-64-1 acetone 
• 50-81-7 ascorbic acid 
• 50271-42-6 5,6-O-isopropylidene-D-isoascorbic acid 
• 15042-01-0 5,6-O-isopropylidene-L-ascorbic acid 
• 1379602-81-9 (2R)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl](hydroxy)ethanoic acid sodium salt 
• 77-78-1 dimethyl sulfate 
• 77-76-9 2,2-dimethoxy-propane 
• 92973-39-2 O³,O⁴-(1-methylethylidene)-L-threonic acid 
• 186581-53-3 diazomethane 
• 98733-24-5 calcium bis[(2R)-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl](hydroxy)acetate] 
• 93367-08-9 Kalium-<4S-(R*,S*)>-α-hydroxy-2,2-dimethyl-1,3-dioxolan-4-acetat 

Downstream Products

• 121357-96-8 methyl (2R,3S)-2-benzyloxy-3,4-O-isopropylidene-3,4-dihydroxybutanoate 
• 100906-42-1 2-O-benzyl-3,4-O-isopropylidene-L-threose 
• 183888-74-6 (S)-4-{(1S)-2-[(1,1-dimethylethyl)diphenylsilyloxy]-1-(hydroxy)ethyl}-2,2-dimethyl-1,3-dioxolane 
• 147107-70-8 1-O-t-butyldiphenylsilyl-3,4-O-isopropylidene-L-erythrulose 
• 863984-68-3 tert-butyl-[2-(2,2-dimethyl-[1,3]dioxolan-4-yl)-allyloxy]-diphenyl-silane 
• 74134-78-4 (2S,3R)-3,4-epoxy-1,2-O-isopropylidenebutane-1,2-diol 
• 1293966-41-2 C₁₉H₂₄ClNO₅ 
• 1293966-66-1 C₂₀H₂₆ClNO₅ 
• 1418112-80-7 N-(6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzyl-thio)pyrimidin-4-yl)-3-methylazetidine-1-sulfonamide 
• 1418112-79-4 4-chloro-6-((R)-1-((S)-2,2-dimethyl-1,3-dioxolan-4-yl)ethoxy)-2-(4-fluorobenzylthio)pyrimidine 
• 473916-49-3 (2R,3S)-1,2-O-isopropylidene-3-(t-butoxycarbonyl)amino-4-phenybutane-1,2-diol 
• 128990-24-9 (2S,3S,4S,6S)-4-Benzyloxy-2-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-6-ethoxy-tetrahydro-pyran-3-ol 
• 128990-24-9 Ethyl 3-O-benzyl-2-deoxy-6,7-O-isopropylidene-α-L-galacto-heptopyranoside 
• 128990-12-5 1-Deoxy-3,4-O-isopropylidene-1-phenylthio-L-erythrulose 

Relevant articles and documents

Synthesis of a diastereomer of the marine macrolide lytophilippine A

The synthesis of a diastereomer of lytophilippine A required 22 longest linear steps using known building blocks. Cross-metathesis/asymmetric aldol addition and regioselective esterification/ring-closing metathesis served as efficient combi tools for scaffold construction. Detailed NMR investigations in different solvent (systems) provide evidence for a deep-seated configurational misassignment of the molecule named lytophilippine A.

Synthetic study of cnicin: Synthesis of the side chain and its esterification

Cnicin is a germacranolide sesquiterpene lactone that possesses potent inhibitory activity against the protozoan parasite Trypanosoma brucei, which causes human African trypanosomiasis (HAT). Although cnicin has an interesting structure and attractive biological activity, synthetic studies of cnicin have not yet been reported. This report describes the synthesis of the protected side chain carboxylic acid moiety at C8 of cnicin via two routes starting from L-ascorbic acid. In addition, esterification between the synthetic side chain and salonitenolide derivative, which can be achieved via hydrolysis of cnicin and protection of the primary alcohol, was conducted. Thus, a semi-synthesis of cnicin was achieved.

Packaging comprising forms of sodium salt of 4-tert-butyl-N-[4-chloro-2-(1-oxy-pyridine-4-carbonyl)-phenyl]-benzenesulfonamide

The invention relates to a packaging comprising a multitude (A) of at least 2 administration units comprising polymorphic trihydrated forms of sodium salt of 4-tert-butyl-N-[4-chloro-2-(1-oxy-pyridine-4-carbonyl)-phenyl]-benzenesulfonamide; or (B) of at least 2 administration units comprising polymorphic solvated or desolvated forms of sodium salt of 4-tert-butyl-N-[4-chloro-2-(1-oxy-pyridine-4-carbonyl)-phenyl]-benzenesulfonamide.