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Thermo Scientific Chemicals
N-Fmoc-D-leucine, 98%
CAS: 114360-54-2 | C21H23NO4 | 353.42 g/mol
化学物質識別子
CAS114360-54-2
IUPAC Name(2R)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)-4-methylpentanoic acid
Molecular FormulaC21H23NO4
InChI KeyCBPJQFCAFFNICX-TWYLJJHKNA-N
SMILESCC(C)C[C@@H](NC(=O)OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)C(O)=O
さらに表示
仕様
スペックシート
スペックシートAssay (Aqueous acid-base Titration)≥97.5 to ≤102.5%
Optical Rotation24.5 ± 1.0? (C=1 in DMF)
FormPowder
Appearance (Color)White to pale cream
Melting Point (clear melt)150.0-157.0?C
A convergent synthesis of the proposed structure of (+)-pestalazine B has been achieved in 4 steps using the N-alkylation of an unprotected tryptophan diketopiperazine with a 3a-bromopyrrolidinoindoline where the condensation between L-tryptophan methyl ester and N-Fmoc-D-leucine in the presence of EDC as coupling agent afforded the corresponding L-Trp-D-Leu dipeptide.
This Thermo Scientific Chemicals brand product was originally part of the Alfa Aesar product portfolio. Some documentation and label information may refer to the legacy brand. The original Alfa Aesar product / item code or SKU reference has not changed as a part of the brand transition to Thermo Scientific Chemicals.
Applications
A convergent synthesis of the proposed structure of (+)-pestalazine B has been achieved in 4 steps using the N-alkylation of an unprotected tryptophan diketopiperazine with a 3a-bromopyrrolidinoindoline where the condensation between L-tryptophan methyl ester and N-Fmoc-D-leucine in the presence of EDC as coupling agent afforded the corresponding L-Trp-D-Leu dipeptide.
Solubility
Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
A convergent synthesis of the proposed structure of (+)-pestalazine B has been achieved in 4 steps using the N-alkylation of an unprotected tryptophan diketopiperazine with a 3a-bromopyrrolidinoindoline where the condensation between L-tryptophan methyl ester and N-Fmoc-D-leucine in the presence of EDC as coupling agent afforded the corresponding L-Trp-D-Leu dipeptide.
Solubility
Insoluble in water.
Notes
Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Store away from strong oxidizing agents.
RUO – Research Use Only
General References:
- Carlos Pérez-Baladoa,; Ángel R. de Lera. Concise total synthesis and structural revision of (+)-pestalazine B. Org. Biomol. Chem. 2010, 8 5179-5186.
- Zhimou Yang et. al. Self-assembly of small molecules affords multifunctional supramolecular hydrogels for topically treating simulated uranium wounds. Chemical Communications. 2005, 35 4414-4416 .