(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoic acid

Base Information

• Chemical Name: (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoic acid
• CAS No.: 1198791-58-0
• Molecular Formula: C21H19NO4
• Molecular Weight: 349.37986
• DSSTox Substance ID: DTXSID701145975
• Mol file: 1198791-58-0.mol

Synonyms:1198791-58-0;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoic acid;(2S)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-2-methylpent-4-ynoic acid;(S)-N-Fmoc-2-(2'-propynyl)alanine;Fmoc-(Me)Gly(Propargyl)-OH;SCHEMBL3434935;ZXOKSWZUJXKQCQ-NRFANRHFSA-N;DTXSID701145975;MFCD14636468;AKOS025146600;AM10092;4-Pentynoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-, (2S)-;CS-16567;CS-0100582;F12104;(S)-2-(Fmoc-amino)-2-methylpent-4-ynoic acid;A892393;S-1198791-58-0;N-alpha-(9-Fluorenylmethyloxycarbonyl)-alpha-propargyl-D-alanine;(2S)-2-[[(9H-Fluoren-9-ylmethoxy)carbonyl]amino]-2-methyl-4-pentynoic acid;(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoicacid

Chemical Property of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoic acid

Chemical Property:

• Boiling Point: 576.8±50.0 °C(Predicted)
• PKA: 3.51±0.11(Predicted)
• PSA: 79.12000
• Density: 1.267±0.06 g/cm3(Predicted)
• LogP: 3.59610
• Storage Temp.: -20°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 349.13140809
• Heavy Atom Count: 26
• Complexity: 572

Purity/Quality:

98% ^*data from raw suppliers

(S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoicacid 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn
• Hazard Codes: Xn
• Statements: 36-42/43
• Safety Statements: 22-26-36/37-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(CC#C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Isomeric SMILES: C[C@](CC#C)(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13
• Uses: Alkyne amino acid, more stable for peptide stapling via click chemistry than propargylglycine.

Technology Process of (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoic acid

There total 1 articles about (S)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-2-methylpent-4-ynoic acid which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield:

(S)-α-propargylalanine (1231709-27-5) + 9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) → (S)-N-Fmoc-α-propargylalanine (1198791-58-0)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water; at 0 - 20 ℃;

DOI:10.1002/pola.25975

Reference yield:

methanol (67-56-1) + (S)-N-Fmoc-α-propargylalanine (1198791-58-0) → (S)-N-Fmoc-α-propargylalanine methyl ester (1372807-82-3)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃;

DOI:10.1002/pola.25975

upstream raw materials:

(S)-α-propargylalanine

9-fluorenylmethyl N-succinimidyl carbonate

Downstream raw materials:

(S)-N-Fmoc-α-propargylalanine methyl ester

Refernces