(2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid | CAS No. 150629-67-7

(2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid

Basic Information

CAS Number

150629-67-7

Molecular Formula

C31H36N2O6

Molecular Weight

532.64 g/mol

AD

Basic Physical Properties

Melting Point

~80 °C (dec.)

CC(=C1C(=O)CC(C)(C)CC1=O)NCCCC[C@H](NC(=O)OCC2c3ccccc3-c4ccccc24)C(=O)O

InChI

InChI=1S/C31H36N2O6/c1-19(28-26(34)16-31(2,3)17-27(28)35)32-15-9-8-14-25(29(36)37)33-30(38)39-18-24-22-12-6-4-10-20(22)21-11-5-7-13-23(21)24/h4-7,10-13,24-25,32H,8-9,14-18H2,1-3H3,(H,33,38)(H,36,37)/t25-/m0/s1

InChIKey

ZPSRBXWVBNVFTO-VWLOTQADSA-N

LogP

4.970400000000004

Topological Polar Surface Area

121.80000000000003 Ų

Hydrogen Bond Donor/Acceptor

3 / 8

Complexity

964

Safety Information

View Safety Information

Hazard Statement

H302 Harmful if swallowed
Acute toxicity, oral
H315 Causes skin irritation
Skin corrosion/irritation
H319 Causes serious eye irritation
Serious eye damage/eye irritation
H332 Harmful if inhaled
Acute toxicity, inhalation
H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

  • N-Fmoc-N'-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-D-lysine
  • Fmoc-D-Lys(Dde)-OH
  • (2S)-6-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
  • (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-6-((1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl)amino)hexanoic acid
  • Fmoc-L-Lys(Dde)-OH
  • Fmoc-Lys-(DDE)-OH
  • FMOC-LYS(DDE)-OH
  • H-Orn-OMe·2HCl
  • (S)-2-[((9H-fluoren-9-yl)methoxy)carbonylamino]-6-[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethylamino]hexanoic acid
  • AmbotzFAA1390
  • Fmoc-K(Dde)-OH
  • Fmoc-Lys(Dde)
  • N-Fmoc-N'-[1-(4,4-Dimethyl-2,6-dioxocyclohexylidene)ethyl]-L-lysine
  • FMOC-L-LYS(DDE)
  • FMOC-LYSINE(DDE)-OH
  • Nα-Fmoc-Nω-Dde-L-lysine
  • N-ALPHA-FMOC-N-EPSILON-DDE-D-LYSINE
  • (9H-Fluoren-9-yl)MethOxy]Carbonyl Lys(Dde)-OH
  • N(A)-fmoc-N(E)(4,4-dime.-2,6-dioxocyclo-hexylidene)et.-L-lys
  • Fmoc-L-Lysine(Dde)-OH
  • ZPSRBXWVBNVFTO-VWLOTQADSA-N
  • BCP07529
  • AB0044326
  • AX8032025

MDL Number

MFCD00278818

FAQ

What are the physical and chemical properties of (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid (CAS: 150629-67-7)?

This compound has a crystalline form and a molecular weight of approximately 526.54 g/mol. It is sparingly soluble in water and highly soluble in organic solvents such as DMSO and DMF. It exhibits good reactivity with nucleophiles, making it suitable for peptide coupling reactions. It is stable under normal storage conditions but should be protected from moisture and light.

How is (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid (CAS: 150629-67-7) typically synthesized?

This compound is typically synthesized via a peptide coupling reaction using fluorenylmethyloxycarbonyl (Fmoc) chemistry. The synthesis involves protecting groups, coupling steps, and deprotection. Commonly, Fmoc-protected amino acids are used, and the reaction is carried out in an organic solvent such as DMF with a coupling reagent like HATU or DIC. Yields are usually around 70-80%, with high selectivity.

What industries use (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid (CAS: 150629-67-7)?

This compound is primarily used in the pharmaceutical and biotechnology industries for the synthesis of complex peptides and proteins. It is also employed in the production of sensor molecules and in the development of new materials, particularly in the field of organic semiconductors.

What precautions should be taken when handling (2S)-6-{[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)ethyl]amino}-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)hexanoic acid (CAS: 150629-67-7)?

When handling this compound, it is important to work in a well-ventilated area or under a fume hood. Use appropriate personal protective equipment (PPE) such as gloves, goggles, and a lab coat. Ensure the compound is stored in a cool, dry place away from moisture and light. In case of a spill, neutralize the area before cleaning up. Always refer to the Safety Data Sheet (SDS) for specific handling and disposal instructions.

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