N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan

Basic Information

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CAS Number

86123-11-7

Molecular Formula

C26H22N2O4

Molecular Weight

426.47 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

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

Laboratory Chemicals Research Chemicals Biochemical Reagents

Basic Physical Properties

Melting Point

182.0 to 186.0 deg-C

Boiling Point

711.9±60.0 °C at 760 mmHg

Density

1.3500

Flash Point

384.3℃

Refractive Index

29 ° (C=1, DMF)

Specific Rotation

+27 ° (c=1% DMF)

SMILES

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OC(=O)[C@@H](Cc1c[nH]c2ccccc12)NC(=O)OCC3c4ccccc4-c5ccccc35

InChI

InChI=1S/C26H22N2O4/c29-25(30)24(13-16-14-27-23-12-6-5-7-17(16)23)28-26(31)32-15-22-20-10-3-1-8-18(20)19-9-2-4-11-21(19)22/h1-12,14,22,24,27H,13,15H2,(H,28,31)(H,29,30)/t24-/m1/s1

InChIKey

MGHMWKZOLAAOTD-XMMPIXPASA-N

LogP

4.702300000000004

Topological Polar Surface Area

91.42 Å²

Hydrogen Bond Donor/Acceptor

3 / 6

Complexity

663

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Fmoc-D-Tryptophan
N-alpha-(9-fluorenylmethoxycarbonyl)-D-tryptophan
Fmoc-D-Trp-OH
N(alpha)-Fmoc-D-tryptophan
Nalpha-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan
(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(1H-indol-3-yl)propanoic acid
Nα-Fmoc-D-tryptophan
N-(9-fluorenylmethoxycarbonyl)-D-tryptophan
(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-3-(1H-indol-3-yl)propanoic acid

MDL Number

MFCD00062954

Customs Code

29339900

FAQ

What are the physical and chemical properties of N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan (CAS: 86123-11-7)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan is a white to off-white crystalline solid with a molecular weight of approximately 504.5 g/mol. It has low water solubility and is soluble in organic solvents like methanol and acetonitrile. The compound is known for its chemical stability and reactivity towards nucleophiles, making it suitable for various synthetic applications.

How is N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan (CAS: 86123-11-7) typically synthesized?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan is typically synthesized through a multi-step process involving the protection of tryptophan with a fluorenylmethoxycarbonyl (Fmoc) group. This involves the coupling of Fmoc-protected tryptophan with fluorenylmethanol using a suitable coupling reagent, followed by deprotection to yield the desired product with high selectivity and yield.

What industries use N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan (CAS: 86123-11-7)?

N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan finds applications in the pharmaceutical industry for its use in the synthesis of bioactive compounds, as well as in the polymer industry for the development of specialized polymers. It is also utilized in the production of sensors and semiconductors due to its functional group and structural features.

What precautions should be taken when handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan (CAS: 86123-11-7)?

When handling N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-D-tryptophan, it is important to use appropriate personal protective equipment (PPE) such as gloves, safety goggles, and a lab coat. Ensure that all operations are performed in a well-ventilated area or a fume hood. In case of spills, immediately clean up using appropriate absorbent materials and follow the safety data sheet (SDS) for disposal procedures.