Fmoc-a-Me-Asp(OtBu)-OH

Basic Information

View in Editor

CAS Number

1072845-47-6

Molecular Formula

C24H27NO6

Molecular Weight

425.48 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Esters

Basic Chemical Raw Materials Organic Chemicals Ethers

Fine Chemicals Dyes and Pigments Organic Dyes

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Solubility

Insuluble (1.4E-3 g/L) (25 ºC),

SMILES

View in Editor

O=C(N[C@](C(=O)O)(CC(=O)OC(C)(C)C)C)OCC1c2ccccc2c2c1cccc2

InChI

InChI=1S/C24H27NO6/c1-23(2,3)31-20(26)13-24(4,21(27)28)25-22(29)30-14-19-17-11-7-5-9-15(17)16-10-6-8-12-18(16)19/h5-12,19H,13-14H2,1-4H3,(H,25,29)(H,27,28)/t24-/m0/s1

InChIKey

STBMKQNEFSJOCS-DEOSSOPVSA-N

LogP

4.100200000000003

Topological Polar Surface Area

101.93 Å²

Hydrogen Bond Donor/Acceptor

2 / 7

Synonyms & References

English

(S)-n-fmoc-α-methylaspartic acid-4-tert-butyl ester
Fmoc-α-Me-Asp(OtBu)-OH

MDL Number

MFCD12031692

FAQ

What are the physical and chemical properties of Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6)?

Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6) is a solid, crystalline compound with a molecular weight of approximately 408.4 g/mol. It has limited solubility in water and is more soluble in organic solvents like methanol and dimethylformamide. This compound exhibits limited reactivity in aqueous environments but is stable under dry and anhydrous conditions. It is often used in peptide synthesis due to its high purity and reactivity.

How is Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6) typically synthesized?

Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6) is synthesized through the coupling of a protected amino acid and a protected aspartic acid derivative. The synthesis involves the use of HATU as a coupling agent and DIPEA as a base. This method provides high yields and good selectivity, making it a common approach in solid-phase peptide synthesis.

What industries use Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6)?

Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6) is primarily used in the pharmaceutical industry for the synthesis of peptides and proteins. It is also applied in research and development for drug discovery and in the polymer industry for the preparation of functional polymers. Additionally, it is used in the production of sensors and semiconductors.

What precautions should be taken when handling Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6)?

When handling Fmoc-a-Me-Asp(OtBu)-OH (CAS: 1072845-47-6), it is essential to wear appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Work should be conducted in a fume hood to minimize exposure to air. Spills should be cleaned up immediately using appropriate absorbent materials. Refer to the safety data sheet (SDS) for detailed handling and disposal instructions.