[2S-[2ALPHA,5BETA(3S*,5S*)]]-2,2-DIMETHYLPROPANOIC ACID 3-[TETRAHYDRO-5-(3-HYDROXY-6-IODO-5-METHYL-6-HEPTENYL)-4-METHYLENE-2-FURANYL]PROPYL ESTER | CAS No. 157322-47-9

[2S-[2ALPHA,5BETA(3S*,5S*)]]-2,2-DIMETHYLPROPANOIC ACID 3-[TETRAHYDRO-5-(3-HYDROXY-6-IODO-5-METHYL-6-HEPTENYL)-4-METHYLENE-2-FURANYL]PROPYL ESTER

Basic Information

CAS Number

157322-47-9

Molecular Formula

C21H35IO4

Molecular Weight

478.4 g/mol

AD

Basic Physical Properties

IC(=C)C(C)CC(CCC1C(=C)CC(CCCOC(C(C)(C)C)=O)O1)O

InChI

1S/C21H35IO4/c1-14(16(3)22)12-17(23)9-10-19-15(2)13-18(26-19)8-7-11-25-20(24)21(4,5)6/h14,17-19,23H,2-3,7-13H2,1,4-6H3

InChIKey

BATPHVGPKRJKIK-UHFFFAOYSA-N

LogP

5.185600000000006

Topological Polar Surface Area

55.760000000000005 Ų

Hydrogen Bond Donor/Acceptor

1 / 4

Complexity

495

Synonyms & References

English

  • Eribulin intermediate ERB
  • Eribulin mesylate intermediate3
  • 3-((2S,5S)-5-((3R,5R)-3-hydroxy-6-iodo-5-methylhept-6-enyl)-4-methylenetetrahydrofuran-2-yl)propyl pivalate
  • [2S-[2alpha,5beta(3S*,5S*)]]-2,2-Dimethylpropanoic acid 3-[tetrahydro-5-(3-hydroxy-6-iodo-5-methyl-6-heptenyl)-4-methylene-2-furanyl]propyl ester
  • 3-[(2S,5S)-5-[(3R,5R)-3-hydroxy-6-iodo-5-methylhept-6-enyl]-4-methylideneoxolan-2-yl]propyl 2,2-dimethylpropanoate
  • 3-[5-(3-hydroxy-6-iodo-5-methylhept-6-enyl)-4-methylideneoxolan-2-yl]propyl 2,2-dimethylpropanoate

FAQ

What are the physical and chemical properties of [2S-[2ALPHA,5BETA(3S*,5S*)]]-2,2-DIMETHYLPROPANOIC ACID 3-[TETRAHYDRO-5-(3-HYDROXY-6-IODO-5-METHYL-6-HEPTENYL)-4-METHYLENE-2-FURANYL]PROPYL ESTER (CAS: 157322-47-9)?

This compound has a crystalline form and a molecular weight of approximately 546.4 g/mol. It is slightly soluble in water and has limited solubility in common organic solvents. Chemically, it shows reactivity towards nucleophiles due to its ester functionality. It is not particularly prone to hydrolysis or oxidation under normal conditions.

How is [2S-[2ALPHA,5BETA(3S*,5S*)]]-2,2-DIMETHYLPROPANOIC ACID 3-[TETRAHYDRO-5-(3-HYDROXY-6-IODO-5-METHYL-6-HEPTENYL)-4-METHYLENE-2-FURANYL]PROPYL ESTER (CAS: 157322-47-9) typically synthesized?

This compound is typically synthesized through a multi-step process involving esterification and functional group transformations. Commonly, it is prepared by reacting 3-(tetrahydro-5-(3-hydroxy-6-iodo-5-methyl-6-heptenyl)-4-methylene-2-furanyl)propyl alcohol with 2,2-dimethylpropionic acid under basic conditions, followed by esterification with a suitable base. The reaction yield is moderate to high, and the use of catalysts such as sodium hydride or potassium tert-butoxide can improve selectivity and yield.

What industries use [2S-[2ALPHA,5BETA(3S*,5S*)]]-2,2-DIMETHYLPROPANOIC ACID 3-[TETRAHYDRO-5-(3-HYDROXY-6-IODO-5-METHYL-6-HEPTENYL)-4-METHYLENE-2-FURANYL]PROPYL ESTER (CAS: 157322-47-9)?

This compound is primarily used in the pharmaceutical industry for its potential as a precursor in the synthesis of active pharmaceutical ingredients. It is also explored in the chemical and materials industries for its unique chemical reactivity and functional groups, which can be utilized in various applications such as sensor development and semiconductor processing.

What precautions should be taken when handling [2S-[2ALPHA,5BETA(3S*,5S*)]]-2,2-DIMETHYLPROPANOIC ACID 3-[TETRAHYDRO-5-(3-HYDROXY-6-IODO-5-METHYL-6-HEPTENYL)-4-METHYLENE-2-FURANYL]PROPYL ESTER (CAS: 157322-47-9)?

When handling this compound, it is important to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Ensure that all work is conducted in a well-ventilated area or a fume hood. Spills should be handled carefully and neutralized with a suitable reagent before disposal. Always consult the Safety Data Sheet (SDS) for specific handling and disposal instructions.

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