47625

Fmoc-Glu(OtBu)-OH

≥98.0% (HPLC), for peptide synthesis

• Synonym(s): Fmoc-L-glutamic acid 5-tert-butyl ester
• Empirical Formula (Hill Notation): C₂₄H₂₇NO₆
• CAS Number: 71989-18-9
• Molecular Weight: 425.47
• Beilstein/REAXYS Number: 3636375
• EC Number: 276-253-8
• MDL number: MFCD00037135
• UNSPSC Code: 12352209
• eCl@ss: 32160406
• PubChem Substance ID: 57651045
• NACRES: NA.26

Properties

• product name: Fmoc-Glu(OtBu)-OH, ≥98.0% (HPLC)
• assay: ≥98.0% (HPLC)
• form: powder
• optical activity: [α]20/D −5.0±2.0°, c = 1% in acetic acid: water (4:1)
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• impurities: ~4% water
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-8°C
• SMILES string: CC(C)(C)OC(=O)CC[C@H](NC(=O)OCC1c2ccccc2-c3ccccc13)C(O)=O
• InChI: 1S/C24H27NO6/c1-24(2,3)31-21(26)13-12-20(22(27)28)25-23(29)30-14-19-17-10-6-4-8-15(17)16-9-5-7-11-18(16)19/h4-11,19-20H,12-14H2,1-3H3,(H,25,29)(H,27,28)/t20-/m0/s1
• InChI key: OTKXCALUHMPIGM-FQEVSTJZSA-N

Description

General description

Fmoc-Glu(OtBu)-OH is widely used as a building block in peptide synthesis for the protection of amine groups.

Application

Fmoc-Glu(OtBu)-OH (Fmoc-L-glutamic acid 5-tert-butyl ester) can be employed as a:

• Ligand in the synthesis of cis-substituted cyclopropane carboxylic acids via C-H activation of cyclopropane carboxamides using Pd catalyst.
• Linker in the preparation of multi-small molecule-conjugated PTX (paclitaxel) derivatives.

It can be also used as a building block in the preparation of stapled α-helical peptides , and peptide C-terminal thioesters .

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable
• ppe: Eyeshields, Gloves, type N95 (US)