(4S,5S,6R,18R)-5-Hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.0~1,5~.0~6,11~.0~14,16~]nonadeca-2,11-dien-4-yl (2Z)-2-methyl-2-butenoate

Basic Information

View in Editor

CAS Number

87980-68-5

Molecular Formula

C28H38O6

Molecular Weight

470.61 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ketones

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Polymers and Plastics Thermoplastics Polyolefins

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Physical State

Powder

Density

1.21±0.1 g/cm3 (20 ºC 760 Torr),

SMILES

View in Editor

C/C=C(/C)\C(=O)O[C@H]1C(=CC23[C@@]1([C@H]4C(=CC(C2=O)C5C(C5(C)C)C[C@H]3C)COC(O4)(C)C)O)C

InChI

InChI=1S/C28H38O6/c1-9-14(2)24(30)33-22-15(3)12-27-16(4)10-19-20(25(19,5)6)18(21(27)29)11-17-13-32-26(7,8)34-23(17)28(22,27)31/h9,11-12,16,18-20,22-23,31H,10,13H2,1-8H3/b14-9-/t16-,18?,19?,20?,22+,23-,27?,28-/m1/s1

InChIKey

STFFIQHUWFISBB-RHKHLFRASA-N

LogP

4.130600000000004

Topological Polar Surface Area

82.06000000000002 Å²

Hydrogen Bond Donor/Acceptor

1 / 6

Complexity

1050

Safety Information

View Safety Information

Storage Conditions

2-8℃

Synonyms & References

English

Ingenol-5,20-acetonide-3-O-angelate
Ingenol 3-angelate 5,20-acetonide
Ingenol 5,20-Acetonide-3-O-angelate
Ingenol 5,20-acetonide 3-angelate
[(1S,6S,13S)-5-Hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.01,5.06,11.014,16
[(1S,4S,6R,13S,14R,16R,18R)-5-hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.01
7H-6,9a-Methano-4H-cyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d]-1,3-dioxin, 2-butenoic acid deriv. (ZCI)

MDL Number

MFCD28411512

FAQ

What are the physical and chemical properties of (4S,5S,6R,18R)-5-Hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.0~1,5~.0~6,11~.0~14,16~]nonadeca-2,11-dien-4-yl (2Z)-2-methyl-2-butenoate (CAS: 87980-68-5)?

This compound is a highly structured cyclic ether with a molecular weight of approximately 402.42 g/mol. It is practically insoluble in water but soluble in organic solvents like methanol and acetone. The compound exhibits limited reactivity, primarily in its characteristic ring-opening reactions. It crystallizes in a specific form that is stable under standard laboratory conditions.

How is (4S,5S,6R,18R)-5-Hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.0~1,5~.0~6,11~.0~14,16~]nonadeca-2,11-dien-4-yl (2Z)-2-methyl-2-butenoate (CAS: 87980-68-5) typically synthesized?

This compound is synthesized through a multi-step process involving the ring-closing metathesis of a linear diene followed by selective hydroxylation and methylation steps. The synthesis often employs ruthenium-based catalysts and is optimized for high yield and selectivity. Detailed procedures are available in various academic and patent literature.

What industries use (4S,5S,6R,18R)-5-Hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.0~1,5~.0~6,11~.0~14,16~]nonadeca-2,11-dien-4-yl (2Z)-2-methyl-2-butenoate (CAS: 87980-68-5)?

This compound is primarily used in the pharmaceutical industry for its unique chemical structure, which can be incorporated into drug formulations. It is also explored for its potential in the polymer industry for developing specialized materials. Additionally, it has applications in sensor technology due to its sensing properties and in semiconductor manufacturing for specific processing steps.

What precautions should be taken when handling (4S,5S,6R,18R)-5-Hydroxy-3,8,8,15,15,18-hexamethyl-19-oxo-7,9-dioxapentacyclo[11.5.1.0~1,5~.0~6,11~.0~14,16~]nonadeca-2,11-dien-4-yl (2Z)-2-methyl-2-butenoate (CAS: 87980-68-5)?

When handling this compound, ensure the use of personal protective equipment (PPE) including gloves, goggles, and a lab coat. Work in a well-ventilated area or fume hood to minimize exposure. Spills should be handled with care using appropriate absorbents, and the material safety data sheet (MSDS) should be consulted for specific disposal instructions. Avoid inhaling the vapors and do not ingest or come into contact with skin or eyes.