(22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid | CAS No. 561-47-7

(22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid

Basic Information

CAS Number

561-47-7

Molecular Formula

C35H52O6

Molecular Weight

568.8 g/mol

AD

Basic Physical Properties

Physical State

Powder

Boiling Point

659.4°Cat760mmHg

Density

1.16

Flash Point

199.6°C

C/C=C(\C(=O)O[C@H]1[C@]2([C@H](C3=CC[C@H]4[C@]([C@@]3(CC2)C)(CC[C@@H]5[C@@]4(CCC(=O)[C@@]5(CO)C)C)C)C[C@@](C1)(C)C)C(=O)O)/C

InChI

InChI=1S/C35H52O6/c1-9-21(2)28(38)41-27-19-30(3,4)18-23-22-10-11-25-31(5)14-13-26(37)32(6,20-36)24(31)12-15-34(25,8)33(22,7)16-17-35(23,27)29(39)40/h9-10,23-25,27,36H,11-20H2,1-8H3,(H,39,40)/b21-9-/t23-,24+,25+,27+,31-,32+,33+,34+,35-/m0/s1

InChIKey

NZQARWYKOBSGNY-XKOUXHTLSA-N

LogP

6.902100000000008

Topological Polar Surface Area

100.90000000000002 Ų

Hydrogen Bond Donor/Acceptor

2 / 6

Complexity

1210

Synonyms & References

English

  • 22beta-angeloyloxy-24-hydroxy-3-oxo-olean-12-en-28-oic acid
  • 22beta-Angeloyloxy-24-hydroxy-3-oxo-olean-12-en-28-saeure
  • 24-Hydroxy-22beta-(2-methyl-cis-crotonoyloxy)-3-oxo-oleanen-(12)-saeure-(28)
  • Icterogenin
  • 24-Hydroxy-22β-[[(Z)-2-methyl-1-oxo-2-butenyl]oxy]-3-oxo-olean-12-en-28-oic acid

FAQ

What are the physical and chemical properties of (22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid (CAS: 561-47-7)?

(22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid is a white crystalline solid with a molecular weight of approximately 608.87 g/mol. It has a low solubility in water but is soluble in organic solvents such as methanol and acetone. The compound is reactive towards acidic and basic conditions, and it exhibits limited reactivity towards nucleophiles. It is used in various industrial applications and requires specific handling and storage conditions.

How is (22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid (CAS: 561-47-7) typically synthesized?

(22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid is synthesized through a complex multistep process involving the modification of oleanolic acid. The synthesis typically requires the use of specific catalysts and reagents, such as boron trifluoride etherate and various alcohols, to achieve the desired product with high yield and selectivity. The process usually involves protecting groups, oxidation, and esterification steps.

What industries use (22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid (CAS: 561-47-7)?

(22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid is used in the pharmaceutical industry for its potential as a bioactive compound. It is also utilized in the polymer industry for the development of novel materials. Additionally, it has applications in sensors and semiconductors due to its unique chemical properties. The compound is particularly relevant in research and development sectors.

What precautions should be taken when handling (22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid (CAS: 561-47-7)?

When handling (22beta)-24-Hydroxy-22-{[(2Z)-2-methyl-2-butenoyl]oxy}-3-oxoolean-12-en-28-oic acid, it is crucial to wear appropriate personal protective equipment (PPE), including gloves, goggles, and a lab coat. The compound should be stored in a dry, well-ventilated area, away from heat and sources of ignition. Spills should be handled in a fume hood using appropriate absorbent materials. Always refer to the Safety Data Sheet (SDS) for detailed handling and disposal information.

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