N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline

Basic Information

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CAS Number

857478-30-9

Molecular Formula

C20H21NO4

Molecular Weight

339.39 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Density

1.232

SMILES

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CC[C@@](C(=O)O)(NC(=O)OCC1c2ccccc2c2c1cccc2)C

InChI

InChI=1S/C20H21NO4/c1-3-20(2,18(22)23)21-19(24)25-12-17-15-10-6-4-8-13(15)14-9-5-7-11-16(14)17/h4-11,17H,3,12H2,1-2H3,(H,21,24)(H,22,23)/t20-/m0/s1

InChIKey

DZSLHAJXIQCMLR-FQEVSTJZSA-N

LogP

3.778400000000003

Topological Polar Surface Area

75.63000000000001 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Synonyms & References

English

N-[(9h-fluoren-9-ylmethoxy)carbonyl]-l-isovaline
Fmoc-3-iodo-L-phenylalanine
CTK4E5689
(R)-N2--2-methylvaline
Fmoc-L-Iva-OH
ANW-58105
AmbotzFAA1737
AG-E-54287
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-iodo-L-phenylalanine
Fmoc-(3-I)Phe-OH
N-[(9H-fluoren-9-ylmethoxy)carbonyl]-3-methyl-D-isovaline
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(3-iodophenyl)propanoic acid
Fmoc-IsoVal-OH
(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylbutanoic acid
Fmoc-(S)-2-amino-2-methylbutanoic acid
Fmoc-alpha-Et-D-Ala-OH
Fmoc-L-Isovaline
N-FMoc--L-isovaline
(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methyl-butanoic acid

MDL Number

MFCD12031688

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline (CAS: 857478-30-9)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline is a white crystalline solid with a molecular weight of approximately 357.38 g/mol. It is slightly soluble in water and readily soluble in organic solvents such as methanol and dimethylformamide. The compound is known for its reactivity in forming esters and peptides. It is typically used as a building block in organic synthesis and drug development.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline (CAS: 857478-30-9) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline is synthesized through a multi-step process involving the coupling of fluorene-9-methanol with isovaline. The synthesis commonly uses a protected amino acid approach with a carbodiimide coupling reagent. The final product is obtained with good yield and selectivity under mild conditions, often performed under anhydrous conditions to prevent side reactions.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline (CAS: 857478-30-9)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline is primarily used in the pharmaceutical and chemical industries. It serves as a key intermediate in drug discovery and development, particularly in the synthesis of peptides and peptidomimetics. Additionally, it finds applications in the production of polymers and functional materials for sensors and semiconductors.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline (CAS: 857478-30-9)?

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-isovaline, it is important to use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted under a fume hood to minimize exposure. Spills should be immediately cleaned up using appropriate absorbents. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions to ensure safe laboratory practices.