Fmoc-Lys(ivDde)-OH

• CAS: 204777-78-6
• Catalog Number: ACM204777786
• Category: Amino Acids
• Molecular Weight: 574.71
• Molecular Formula: C34H42N2O6
• Description: This orthogonally-protected lysine derivative is based on the hindered Dde variant ivDde. It has very similar chemical properties to Fmoc-Lys(Dde)-OH, except that the side-chain ivDde group is considerably more stable to piperidine than Dde, and is less prone to migrate from protected to unprotected lysine side-chains.When removing ivDde in the presence of allyl based protecting groups, allyl alcohol should be included in the deprotection solution to prevent reduction of the allyl group.
• Synonyms: Fmoc-Lys(ivDde)-OH, N-α-Fmoc-N-ε-1-(4,4-dimethyl-2,6-dioxocyclohex-1-ylidene)-3-methylbutyl-L-lysine
• IUPAC Name: (2S)-6-[[1-(4,4-dimethyl-2,6-dioxocyclohexylidene)-3-methylbutyl]amino]-2-(9H-fluoren-9-ylmethoxycarbonylamino)hexanoic acid
• Canonical SMILES: CC(C)CC(=C1C(=O)CC(CC1=O)(C)C)NCCCCC(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• InChI: 1S/C34H42N2O6/c1-21(2)17-28(31-29(37)18-34(3,4)19-30(31)38)35-16-10-9-15-27(32(39)40)36-33(41)42-20-26-24-13-7-5-11-22(24)23-12-6-8-14-25(23)26/h5-8,11-14,21,26-27,35H,9-10,15-20H2,1-4H3,(H,36,41)(H,39,40)/t27-/m0/s1
• InChI Key: PYCBVLUBTMHNPW-MHZLTWQESA-N
• Boiling Point: 765.6±60.0 ℃at 760 mmHg
• Flash Point: 416.8±32.9 ℃
• Density: 1.2±0.1 g/cm³
• Application: Peptide synthesis.
• Assay: ≥85.0% (acidimetric); ≥97% (TLC); ≥99.0% (HPLC)
• Exact Mass: 574.30426
• Form: powder
• Functional Group: amine
• LogP: 6.08
• MDL Number: MFCD01631658
• PSA: 121.8
• Quality Level: 200
• Reaction Suitability: reaction type: Fmoc solid-phase peptide synthesis
• Refractive Index: 1.57
• Storage Temperature: -10 to -25℃
• Type: Unusual Amino Acids, Analogs of Arginine and Lysine
• Vapor Pressure: 0.0±2.7 mmHg at 25℃
• WGK Germany: 3

Synthetic Use

Upstream Synthesis Route 1

• 105047-45-8
• 172611-72-2

• 204777-78-6

Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 12, p. 1603 - 1606

Upstream Synthesis Route 2

• 503-74-2

• 204777-78-6

Reference: [1] Tetrahedron Letters, 1998, vol. 39, # 12, p. 1603 - 1606