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N-Fmoc-D-leucine, 98%, Thermo Scientific Chemicals
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Catalog number H29041.06
also known as H29041-06
Price (USD)/ Each
90.80
-
Quantity:
5 g
Price (USD)/ Each
90.80
N-Fmoc-D-leucine, 98%, Thermo Scientific Chemicals
Catalog numberH29041.06
Price (USD)/ Each
90.80
-
Chemical Identifiers
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
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Specifications
Specification Sheet
Specification SheetAppearance (Color)White to pale cream
Melting Point (clear melt)150.0-157.0?C
FormPowder
Assay (Aqueous acid-base Titration)≥97.5 to ≤102.5%
Optical Rotation24.5 ± 1.0? (C=1 in DMF)
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 .