2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-({2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-alpha-L-lyxo-hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydro-2-tetracenyl]ethyl valerate

Basic Information

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CAS Number

56124-62-0

Molecular Formula

C34H36F3NO13

Molecular Weight

723.65 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 Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Fine Chemicals Specialty Chemicals UV Stabilizers

Agricultural Chemicals Pesticides Herbicides

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

116-117 ºC

Boiling Point

135-136 C

Density

1.3473 (estimate)

Flash Point

478.6 °C

Refractive Index

1.618

SMILES

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CCCCC(=O)OCC(=O)[C@@]1(O)C[C@H](O[C@H]2C[C@H](NC(=O)C(F)(F)F)[C@H](O)[C@H](C)O2)c3c(O)c4C(=O)c5c(OC)cccc5C(=O)c4c(O)c3C1

InChI

InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1

InChIKey

ZOCKGBMQLCSHFP-KQRAQHLDSA-N

LogP

2.462200000000001

Topological Polar Surface Area

215.21999999999997 Å²

Hydrogen Bond Donor/Acceptor

5 / 14

Complexity

1350

Synonyms & References

English

Valrubicin
[2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-4-[5-hydroxy-6-methyl-4-[(2,2,2-trifluoroacetyl)amino]oxan-2-yl]oxy-7-methoxy-6,11-dioxo-3,4-dihydro-1H-tetracen-2-yl]ethyl] pentanoate
AD-32
ad32
antibioticad32
N-(trifluoroacetyl)adriamycin 14-valerate (AD 32)
N-trifluoroacetyladriamycin-14-valerate
N-trifluoroacetyldoxorubicin-14-valerate
trifluoroacetyl-adriamyci14-valerate
Valstar
Vinorelbine (BICINS )
Pentanoicacid,2-[(2S,4S)-1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-a-L-lyxo-hexopyranosyl]oxy]-2-naphthacenyl]-2-oxoethylester (9CI)
Pentanoic acid,2-[1,2,3,4,6,11-hexahydro-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-[[2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-a-L-lyxo-hexopyranosyl]oxy]-2-naphthacenyl]-2-oxoethylester, (2S-cis)-
N-Trifluoroacetyladriamycin14-valerate
N-Trifluoroacetyldoxorubicin 14-valerate
NSC 246131
Trifluoroacetyladriamycin 14-valerate
AD 32
Antibiotic AD 32

MDL Number

MFCD01939322

FAQ

What are the physical and chemical properties of 2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-({2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-alpha-L-lyxo-hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydro-2-tetracenyl]ethyl valerate (CAS: 56124-62-0)?

The compound has a crystalline form and a molecular weight of approximately 1234.5 g/mol. It has low solubility in water but is soluble in common organic solvents like ethanol and dichloromethane. The compound is reactive, particularly due to the presence of the hydroxyl and methoxy groups. It shows high reactivity towards nucleophiles and reducing agents.

How is 2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-({2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-alpha-L-lyxo-hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydro-2-tetracenyl]ethyl valerate (CAS: 56124-62-0) typically synthesized?

The compound is typically synthesized through a multi-step process involving glycosylation reactions, protection of hydroxyl groups with trifluoroacetic anhydride, and subsequent deprotection. Common catalysts include Lewis acids and organocatalysts. The synthesis involves high yields and excellent selectivity, making it a valuable intermediate in organic synthesis.

What industries use 2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-({2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-alpha-L-lyxo-hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydro-2-tetracenyl]ethyl valerate (CAS: 56124-62-0)?

This compound is primarily used in the pharmaceutical and polymer industries. It serves as an intermediate in the synthesis of complex natural products and drug candidates. It also has potential applications in the development of new materials and sensors due to its unique chemical structure.

What precautions should be taken when handling 2-Oxo-2-[(2S,4S)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-({2,3,6-trideoxy-3-[(trifluoroacetyl)amino]-alpha-L-lyxo-hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydro-2-tetracenyl]ethyl valerate (CAS: 56124-62-0)?

When handling this compound, proper personal protective equipment (PPE) should be worn, including gloves, goggles, and a lab coat. It should be handled in a well-ventilated area or a fume hood to minimize exposure to air. Spills should be cleaned up with appropriate solvents, and the area should be decontaminated. Always refer to the material safety data sheet (MSDS) for specific handling and disposal guidelines.