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N-Fmoc-D-leucine, 98%

Catalog No. AAH2904114
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Catalog No. AAH2904114 Supplier Thermo Scientific Chemicals Supplier No. H2904114
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CAS: 114360-54-2 | C21H23NO4 | 353.42 g/mol

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.
TRUSTED_SUSTAINABILITY

Chemical Identifiers

CAS 114360-54-2
Molecular Formula C21H23NO4
Molecular Weight (g/mol) 353.42
MDL Number MFCD00062957
InChI Key CBPJQFCAFFNICX-TWYLJJHKNA-N
Synonym fmoc-d-leu-oh, fmoc-d-leucine, n-fmoc-d-leucine, n-9h-fluoren-9-ylmethoxy carbonyl-d-leucine, n-9-fluorenylmethyloxycarbonyl-d-leucine, n-9-fluorenylmethoxycarbonyl-l-leucine, d-leucine, n-9h-fluoren-9-ylmethoxy carbonyl, n-alpha-9-fluorenylmethyloxycarbonyl-d-leucine, 2r-2-9h-fluoren-9-ylmethoxycarbonylamino-4-methyl-pentanoic acid, 2r-2-9h-fluoren-9-ylmethoxycarbonylamino-4-methylpentanoic acid
PubChem CID 1549477
IUPAC Name (2R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-4-methylpentanoic acid
SMILES CC(C)C[C@@H](NC(=O)OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)C(O)=O

Specifications

Melting Point 151°C to 154°C
Quantity 25 g
Solubility Information Insoluble in water.
Optical Rotation +25° (c=1 in DMF)
Formula Weight 353.42
Percent Purity 98%
Chemical Name or Material N-Fmoc-D-leucine
TSCA No
Recommended Storage Keep cold

RUO – Research Use Only

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