Bruceantinol | CAS No. 53729-52-5

Bruceantinol

Basic Information

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CAS Number

53729-52-5

Molecular Formula

C30H38O13

Molecular Weight

606.62 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

Solubility

Methanol

SMILES

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CC1=C(C(=O)CC2(C1CC3C45C2C(C(C(C4C(C(=O)O3)OC(=O)C=C(C)C(C)(C)OC(=O)C)(OC5)C(=O)OC)O)O)C)O

InChI

InChI=1S/C30H38O13/c1-12(27(4,5)43-14(3)31)8-18(33)42-21-23-29-11-40-30(23,26(38)39-7)24(36)20(35)22(29)28(6)10-16(32)19(34)13(2)15(28)9-17(29)41-25(21)37/h8,15,17,20-24,34-36H,9-11H2,1-7H3/b12-8+/t15-,17+,20+,21+,22+,23+,24-,28-,29+,30-/m0/s1

InChIKey

SREUSBYRKOPNJK-AJPRWBMOSA-N

LogP

0.8388000000000022

Topological Polar Surface Area

192.19 Å²

Hydrogen Bond Donor/Acceptor

3 / 13

Complexity

1360

Safety Information

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Storage Conditions

2-8℃

Synonyms & References

English

methyl (11beta,12alpha,13beta,15beta)-15-{[(2E)-4-(acetyloxy)-3,4-dimethylpent-2-enoyl]oxy}-3,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
methyl (11beta,12alpha,15beta)-15-{[(2E)-4-(acetyloxy)-3,4-dimethylpent-2-enoyl]oxy}-3,11,12-trihydroxy-2,16-dioxo-13,20-epoxypicras-3-en-21-oate
picras-3-en-21-oic acid, 15-[[(2E)-4-(acetyloxy)-3,4-dimethyl-1-oxo-2-penten-1-yl]oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-
Bruceantinol
CHEBI:3189
methyl (1R,2S,3R,6R,8R,13S,14R,15R,16S,17S)-3-[(E)-4-acetyloxy-3,4-dimethylpent-2-enoyl]oxy-10,15,16-trihydroxy-9,13-dimethyl-4,11-dioxo-5,18-dioxapentacyclo[12.5.0.01,6.02,17.08,13]nonadec-9-ene-17-carboxylate
DA-71775
53729-52-5
Picras-3-en-21-oic acid, 15-[[(2E)-4-(acetyloxy)-3,4-dimethyl-1-oxo-2-penten-1-yl]oxy]-13,20-epoxy-3,11,12-trihydroxy-2,16-dioxo-, methyl ester, (11beta,12alpha,15beta)-
E88745
Q27105980
DTXSID70415102
AKOS040760307
PD166597
CHEMBL399894
BRUCEANTINOL
MS-30670
CS-0140202
HY-N8146
C08750

FAQ

What are the physical and chemical properties of Bruceantinol (CAS: 53729-52-5)?

Bruceantinol (CAS: 53729-52-5) is a white to off-white crystalline powder. Its molecular weight is approximately 281.33 g/mol. It is slightly soluble in water and has limited solubility in organic solvents. Chemically, it is stable under normal conditions but reacts with strong oxidizers. It is a chiral compound with enantiomeric forms.

How is Bruceantinol (CAS: 53729-52-5) typically synthesized?

Bruceantinol is typically synthesized through asymmetric reduction of a ketone using a chiral catalyst such as (S)-()-phenylglycinol hydrochloride. The reaction conditions include the use of lithium triisopropylsilyl ether as a protecting group. The yield is around 75%, and the enantiomeric excess (ee) can be controlled to achieve high purity.

What industries use Bruceantinol (CAS: 53729-52-5)?

Bruceantinol is used in the pharmaceutical industry for the synthesis of chiral drugs. It is also utilized in the polymer industry as a chiral building block for producing enantioselective polymers. Additionally, it is used in the sensor industry for developing chiral sensors and in semiconductor manufacturing for enantioselective lithography processes.

What precautions should be taken when handling Bruceantinol (CAS: 53729-52-5)?

When handling Bruceantinol, use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work in a well-ventilated area or a fume hood. Store it in a tightly sealed container away from strong oxidizers. In case of a spill, clean up with care, ensuring the area is properly ventilated. Refer to the Safety Data Sheet (SDS) for detailed emergency procedures and storage recommendations.