CAS 133464-46-7

fmoc-L-glutamic acid 5-allyl ester

Description:

Fmoc-L-glutamic acid 5-allyl ester is a derivative of glutamic acid, characterized by the presence of a fluorenylmethyloxycarbonyl (Fmoc) protecting group and an allyl ester at the 5-position of the glutamic acid side chain. This compound is typically used in peptide synthesis, particularly in solid-phase peptide synthesis, due to its ability to protect the amino group while allowing for selective coupling reactions. The Fmoc group is stable under basic conditions and can be removed under mild acidic conditions, facilitating the sequential addition of amino acids. The allyl ester provides a reactive site for further modifications or coupling reactions, making it versatile in synthetic applications. Additionally, the presence of the carboxylic acid functional group contributes to its solubility in polar solvents, which is advantageous during synthesis and purification processes. Overall, Fmoc-L-glutamic acid 5-allyl ester serves as an important intermediate in the synthesis of peptides and other bioactive compounds.

Formula: C₂₃H₂₃NO₆

InChI: InChI=1/C23H23NO6/c1-2-13-29-21(25)12-11-20(22(26)27)24-23(28)30-14-19-17-9-5-3-7-15(17)16-8-4-6-10-18(16)19/h2-10,19-20H,1,11-14H2,(H,24,28)(H,26,27)/t20-/m0/s1

SMILES: C=CCOC(=O)CC[C@@H](C(=O)O)N=C(O)OCC1c2ccccc2c2ccccc12

Synonyms:

• Fmoc-Glu(OAll)-OH
• (2S)-2-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}-5-oxo-5-(prop-2-en-1-yloxy)pentanoic acid (non-preferred name)
• FMOC-L-GLUTAMIC ACID-GAMMA-ALLYL ESTER
• FMOC-GLU(OAL)-OH
• N-ALPHA-(9-FLUORENYLMETHOXYCARBONYL)-L-GLUTAMIC ACID GAMMA-ALLYL ESTER
• N-ALPHA-FMOC-L-GLUTAMIC ACID GAMMA-ALLYL ESTER
• FMOC-L-GLU(OALL)-OH
• FMOC-GLU(ALLYL ESTER)-OH
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMIC-ACID-GAMMA ALLYL ESTER
• FMOC-L-GLU(OH)-OAL
• FMOC-L-GLU(OAL)-OH
• N-ALPHA-(9-FLUORENYLMETHYLOXYCARBONYL)-L-GLUTAMIC-ACID-BETA ALLYL ESTER
• FMOC-L-GLUTAMIC ACID 5-ALLYL ESTER
• FMOC-GLUTAMIC ACID(ALLYL ESTER)-OH

5-Allyl N-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-glutamate

CAS: 133464-46-7

Formula: C₂₃H₂₃NO₆

Purity: >96.0%(T)(HPLC)

Color and Shape: White to Almost white powder to crystaline

Molecular weight: 409.44

Ref: 3B-A2895

N-Fmoc-L-glutamic acid 5-allyl ester, 95%

CAS: 133464-46-7

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 Sci

Formula: C₂₃H₂₃NO₆

Purity: 95%

Molecular weight: 409.44

Ref: 02-H66385

Fmoc-Glu(allyl ester)-OH

CAS: 133464-46-7

The allyl side-chain protection can be removed selectively using e.g. Pd(PPh₃)₄ in the presence of N-methylmorpholine allowing on-resin modification of the γ-carboxyl group. Due to the lack of steric hindrance of the allyl group, prolonged treatment with harsher Fmoc cleavage agents or even piperidine may induce side-reactions.

Formula: C₂₃H₂₃NO₆

Purity: 99.4%

Color and Shape: White Powder

Molecular weight: 409.44

Ref: 01-4028191

Fmoc-Glu(OAll)-OH

CAS: 133464-46-7

Formula: C₂₃H₂₃NO₆

Purity: 96%

Color and Shape: Solid

Molecular weight: 409.4318

Ref: IN-DA003QNC

Fmoc-Glu(Oall)-Oh

CAS: 133464-46-7

Fmoc-Glu(Oall)-Oh

Purity: 98%

Molecular weight: 409.43g/mol

Ref: 54-OR1030309

Fmoc-Glu(OAll)-OH

CAS: 133464-46-7

Formula: C₂₃H₂₃NO₆

Purity: ≥ 98.0%

Color and Shape: White to off-white powder

Molecular weight: 409.43

Ref: 7W-GM6206

Fmoc-Glu(OAll)-OH

CAS: 133464-46-7

M06243 - Fmoc-Glu(OAll)-OH

Formula: C₂₃H₂₃NO₆

Purity: 95%

Color and Shape: Solid, White powder

Molecular weight: 409.438

Ref: 10-M06243