773069

Fmoc-N-Me-Cys(Trt)-OH

97% (HPLC)

• Synonym(s): N-α-Fmoc-N-α-methyl-S-trityl-L-cysteine
• Empirical Formula (Hill Notation): C₃₈H₃₃NO₄S
• CAS Number: 944797-51-7
• Molecular Weight: 599.74
• MDL number: MFCD11973909
• UNSPSC Code: 12352209
• NACRES: NA.26

Properties

• Quality Level: 100
• assay: 97% (HPLC)
• form: powder or crystals
• optical activity: [α]22/D -25.0°, c = 0.5% in dichloromethane
• reaction suitability: reaction type: Fmoc solid-phase peptide synthesis
• mp: 234-239 °C
• application(s): peptide synthesis
• functional group: Fmoc
• storage temp.: 2-8°C
• SMILES string: S(C[C@H](N(C)C(=O)OCC4c5c(cccc5)c6c4cccc6)C(=O)O)C(c3ccccc3)(c2ccccc2)c1ccccc1
• InChI: 1S/C38H33NO4S/c1-39(37(42)43-25-34-32-23-13-11-21-30(32)31-22-12-14-24-33(31)34)35(36(40)41)26-44-38(27-15-5-2-6-16-27,28-17-7-3-8-18-28)29-19-9-4-10-20-29/h2-24,34-35H,25-26H2,1H3,(H,40,41)/t35-/m0/s1
• InChI key: RAKOPMQMPUNRGI-DHUJRADRSA-N

Description

Application

Fmoc-N-Me-Cys(Trt)-OH is a Fmoc-protected derivative of N-methyl cysteine used as a building block to prepare peptide thioesters under acidic conditions. The residue attached to the amino group of N-methylcysteine can migrate to the cysteinyl thiol group, resulting in the formation of a peptide thioester. The introduction of this Fmoc-protected derivative is best achieved using HATU as a coupling reagent in the presence of DIPEA (N, N-Diisopropylethylamine).
It can also be used to prepare Fmoc-N-Me-Cys(Trt)-OAllyl intermediate for the solid-phase synthesis of dithiol Triostin A.

Safety Information

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable