N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic acid

Base Information

• Chemical Name: N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic acid
• CAS No.: 183673-66-7
• Molecular Formula: C26H30N2O6
• Molecular Weight: 466.534
• Hs Code.: 29225090
• European Community (EC) Number: 634-949-2
• DSSTox Substance ID: DTXSID90370284
• Nikkaji Number: J2.150.320G
• Wikidata: Q72449318
• Mol file: 183673-66-7.mol

Synonyms:183673-66-7;N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic acid;1-Boc-4-(Fmoc-amino)piperidine-4-carboxylic Acid;4-(9H-fluoren-9-ylmethoxycarbonylamino)-1-[(2-methylpropan-2-yl)oxycarbonyl]piperidine-4-carboxylic acid;Fmoc-4-Pip(Boc)-OH;1-BOC-4-(FMOC-AMINO)-PIPERIDINE-4-CARBOXYLIC ACID;1-n-boc-4-n-fmoc-amino-4-carboxylicpiperidine;4-(9h-fluoren-9-ylmethoxycarbonylamino)-piperidine-1,4-dicarboxylic acid mono-tert-butyl ester;1-boc-piperidine-4-fmoc-amino-4-carboxylic acid;1-N-Boc-4-N-Fmoc-Amino-4-carboxylic-piperidine;N-Boc-amino-(4-N-Fmoc-piperidinyl)carboxylic Acid;MFCD01318741;4-((((9h-fluoren-9-yl)methoxy)carbonyl)amino)-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid;4-(((9h-fluoren-9-yl)methoxy)carbonylamino)-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid;fmoc-pip(boc)-oh;1135250-96-2;1,4-Piperidinedicarboxylic acid, 4-[9H-fluoren-9-yl(methoxycarbonyl)amino]-, 1-(1,1-dimethylethyl) ester;1-(tert-Butoxycarbonyl)-4-{[(9H-fluoren-9-ylmethoxy)carbonyl]amino}piperidine-4-carboxylic acid;1-Boc-4-N-Fmoc-amino-piperidine-4-carboxylic acid;SCHEMBL1404239;FMOC-4-AMINO-1-BOC-PIPERIDINE-4-CARBOXYLIC ACID;DTXSID90370284;BOFOACPQHWDRLH-UHFFFAOYSA-N;AMY30746;BOC-PIC(4)(4-NHFMOC)-OH;AKOS015912320;AB08740;AC-7226;CS-W002766;SY005254;FT-0630236;EN300-183590;1-Boc-4-N-Fmoc-aminopiperidine4-carboxylic acid;N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic acid, >=97.0% (HPLC);4-(9H-Fluorene-9-ylmethoxycarbonylamino)piperidine-1,4-dicarboxylic acid 1-tert-butyl ester;1-(tert-Butoxycarbonyl)-4-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)piperidine-4-carboxylic acid;1-[(TERT-BUTOXY)CARBONYL]-4-({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)PIPERIDINE-4-CARBOXYLIC ACID;1-{[(1,1-Dimethylethyl)oxy]carbonyl}-4-({[(9H-fluoren-9-ylmethyl)oxy]carbonyl}amino)-4-piperidinecarboxylic acid;4-(((9H-fluoren-9-yl)methoxy)carbonyl)-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid;1-BOC-4-N-FMOC-AMINO-PIPERIDINE

Chemical Property of N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic acid

Chemical Property:

• Appearance/Colour: white to cream crystalline powder or chunks
• Vapor Pressure: 3.37E-18mmHg at 25°C
• Melting Point: 80-82 °C
• Refractive Index: 1.5300 (estimate)
• Boiling Point: 657.8 °C at 760 mmHg
• PKA: 3.80±0.20(Predicted)
• Flash Point: 351.6 °C
• PSA: 105.17000
• Density: 1.31 g/cm³
• LogP: 4.70820
• Storage Temp.: 2-8°C
• XLogP3: 3.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 466.21038668
• Heavy Atom Count: 34
• Complexity: 748

Purity/Quality:

99.3% ^*data from raw suppliers

N-Boc-amino-(4-N-Fmoc-piperidinyl)carboxylicAcid ^*data from reagent suppliers

Safty Information:

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

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CCC(CC1)(C(=O)O)NC(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Uses: N-Boc-amino-(4-N-Fmoc-piperidinyl)carboxylic acid is used in the preparation of synthetic peptide amides as kappa opioid receptor agonists for treatment of pain, pruritis and inflammation associated w ith a variety of diseases. Cyclic ?,?-disubstituted amino acid for the preparation of water-soluble highly helical peptides.

Technology Process of N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic acid

There total 10 articles about N-Boc-4-(Fmoc-amino)piperidine-4-carboxylic 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: 87.0%

→ N-Fmoc-amino-(4-N-Boc-piperidinyl)carboxylic acid (183673-66-7)

Guidance literature:

Reference yield: 76.0%

(fluorenylmethoxy)carbonyl chloride (28920-43-6) + 4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (183673-71-4) → N-Fmoc-amino-(4-N-Boc-piperidinyl)carboxylic acid (183673-66-7)

Guidance literature:

4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid; With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 0.666667h; Inert atmosphere;

With chloro-trimethyl-silane; In dichloromethane; for 3.6h; Inert atmosphere; Reflux;

(fluorenylmethoxy)carbonyl chloride; In dichloromethane; at -10 ℃; for 3h; Inert atmosphere;

DOI:10.15227/orgsyn.081.0213

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid (183673-71-4) → N-Fmoc-amino-(4-N-Boc-piperidinyl)carboxylic acid (183673-66-7)

Guidance literature:

With sodium carbonate; In tetrahydrofuran; water; at 20 ℃; for 18h; pH=8 - 9;

DOI:10.1016/j.bmc.2013.07.026

upstream raw materials:

9-fluorenylmethyl N-succinimidyl carbonate

4-amino-1-(tert-butoxycarbonyl)piperidine-4-carboxylic acid

di-tert-butyl dicarbonate

N-tert-butyloxycarbonylpiperidin-4-one

Downstream raw materials:

4-amino-N-(3-(5-((4-(2,6-dichlorobenzyl)piperazin-1-yl)methyl)-3-(4-(trifluoromethoxy)phenyl)-1H-indol-1-yl)propyl)piperidine-4-carboxamide

tert-butyl 4-amino-4-carbamoylpiperidine-1-carboxylate

Refernces

• 1、 -. "INHIBITORS OF MTOR-MEDIATED INDUCTION OF AUTOPHAGY". Paragraph 088. . Retrieved 2021/04/30.
• 2、 -. "MULTIVALENT RAS BINDING COMPOUNDS". Paragraph 0225-0226. . Retrieved 2015/12/17.