Fmoc-3-carboxypiperidine

Base Information

• Chemical Name: Fmoc-3-carboxypiperidine
• CAS No.: 158922-07-7
• Molecular Formula: C21H21NO4
• Molecular Weight: 351.4
• Hs Code.: 29333990
• European Community (EC) Number: 625-085-7
• DSSTox Substance ID: DTXSID30373259
• Nikkaji Number: J1.908.620H
• Mol file: 158922-07-7.mol

Synonyms:158922-07-7;Fmoc-3-carboxypiperidine;Fmoc-DL-Nip-OH;1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid;1-Fmoc-piperidine-3-carboxylic acid;Fmoc-Nip-OH;1-(9H-fluoren-9-ylmethoxycarbonyl)piperidine-3-carboxylic Acid;n-fmoc-piperidine-3-carboxylic acid;MFCD00673789;1-{[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}PIPERIDINE-3-CARBOXYLIC ACID;1-Fmoc-3-piperidinecarboxylic Acid;Fmoc-DL-Pic(3)-OH;SCHEMBL118231;DTXSID30373259;FINXGQXNIBNREL-UHFFFAOYSA-N;Fmoc-DL-Nip-OH, >=99.0%;AKOS005068076;AB17654;AB17655;SB33968;SB34813;AS-71833;SY066380;(RS)-N-Fmoc-piperidine-3-carboxylic acid;CS-0130270;FT-0643544;FT-0643817;FT-0658606;3,4-(METHYLENEDIOXY)BENZylisoTHIOCYANATE;EN300-657467;I10408;A906498;J-009545;9H-fluoren-9-ylmethyl 3-carboxypiperidine-1-carboxylate;Z1123719998;1,3-Piperidinedicarboxylicacid,1-(9H-fluoren-9-ylmethyl)ester;1-(9H-Fluorene-9-ylmethoxycarbonyl)-3-piperidinecarboxylic acid;1-{[(9H-fluoren-9-yl)methoxy]carbonyl}piperidine-3-carboxylate;DL-1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid;1-(((9H-Fluoren-9-yl)methoxy)carbonyl)piperidine-3-carboxylic acid Fmoc-Nip-OH

Chemical Property of Fmoc-3-carboxypiperidine

Chemical Property:

• Vapor Pressure: 1.89E-13mmHg at 25°C
• Refractive Index: 1.62
• Boiling Point: 561.6 °C at 760 mmHg
• PKA: 4.47±0.20(Predicted)
• Flash Point: 293.5 °C
• PSA: 66.84000
• Density: 1.293 g/cm³
• LogP: 3.67000
• Storage Temp.: 2-8°C
• XLogP3: 3.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 351.14705815
• Heavy Atom Count: 26
• Complexity: 514

Purity/Quality:

98%min ^*data from raw suppliers

Fmoc-3-Carboxypiperidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

Useful:

• Canonical SMILES: C1CC(CN(C1)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24)C(=O)O

Technology Process of Fmoc-3-carboxypiperidine

There total 1 articles about Fmoc-3-carboxypiperidine 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:

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + nipecotic acid (498-95-3,262853-93-0) → Fmoc-nipecotic acid (158922-07-7)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 20 ℃; for 2h;

DOI:10.1016/j.bmcl.2006.04.032

Reference yield: 90.0%

methyl 4-nitrobenzenesulfonate (6214-20-6) + N-Fmoc L-Phe (35661-40-6) + (2S)-N-fluorenylmethyloxycarbonyl-2-amino-N-methyl-3-phenylpropanoic acid (77128-73-5,1362858-91-0) + Fmoc-nipecotic acid (158922-07-7) → nipecotyl-N-MePhe-N-MePhe-N-MePhe-N-MePhe-CONH2 (1215027-82-9)

Guidance literature:

(2S)-N-fluorenylmethyloxycarbonyl-2-amino-N-methyl-3-phenylpropanoic acid; With 1-hydroxy-7-aza-benzotriazole; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; solid phase reaction;

With piperidine; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; toluene; solid phase reaction;

methyl 4-nitrobenzenesulfonate; N-Fmoc L-Phe; Fmoc-nipecotic acid; Further stages;

DOI:10.1021/jm901654x

Reference yield:

C9H12NPol + Fmoc-nipecotic acid (158922-07-7) → C30H31N2O3Pol

Guidance literature:

With N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In dichloromethane; N,N-dimethyl-formamide; at 20 ℃; FMPB resin

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

nipecotic acid

Refernces