N-Fmoc-D-leucine, 98%

Description

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.

Specifications

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

• Melting Point: 151°C to 154°C
• Quantity: 1 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

Safety and Handling

TSCA	No
Recommended Storage	Keep cold

SDS

RUO – Research Use Only