Fmoc-L-Pipecolic acid

Base Information

• Chemical Name: Fmoc-L-Pipecolic acid
• CAS No.: 86069-86-5
• Molecular Formula: C₂₁H₂₁NO₄
• Molecular Weight: 351.402
• Hs Code.: 29333990
• European Community (EC) Number: 808-115-5
• DSSTox Substance ID: DTXSID201006601
• Nikkaji Number: J1.983.297J
• Wikidata: Q83002361
• Mol file: 86069-86-5.mol

Synonyms:86069-86-5;Fmoc-L-Pipecolic acid;FMOC-HOPRO-OH;(L)-N-Fmoc-Pipecolic acid;L-1-N-FMOC-PIPECOLINIC ACID;(S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid;(S)-1-Fmoc-piperidine-2-carboxylic acid;(2S)-1-(9H-fluoren-9-ylmethoxycarbonyl)piperidine-2-carboxylic acid;Fmoc-Pip-OH;(S)-N-FMOC-PIPERIDINE-2-CARBOXYLIC ACID;MFCD00235898;(2S)-1-{[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}PIPERIDINE-2-CARBOXYLIC ACID;Fmoc-(S)-(-)-piperidine-2-carboxylic acid;L-1-N-Fmoc-Pipecolinicacid;FMOC-L-PIPERIDINE-2-CARBOXYLIC ACID;(S)-1-[{(9H-Fluoren-9-yl)methoxy}carbonyl]piperidine-2-carboxylic acid;FMOC-PIP;Fmoc-beta-Homo-Pro-OH;1-Fmoc-L-pipecolic Acid;(2S)-1-[(9H-Fluoren-9-Yl-Methoxy)Carbonyl]Piperidine-2-Carboxylic Acid;SCHEMBL119867;N-FMOC-L-PIPECOLIC ACID;AMY5280;CKLAZLINARHOTG-IBGZPJMESA-N;DTXSID201006601;HMS1668I11;(S)-1,2-Piperidinedicarboxylic acid 1-(9H-fluoren-9-ylmethyl) ester;CF-125;AKOS013761036;AKOS015837363;CS-W013906;HY-W013190;Fmoc-Pip-OH, >=98.0% (HPLC);N-Fmoc-(S)-2-piperidinecarboxylic acid;(S)-1-Fmoc-2-piperidinecarboxylic Acid;(R)-1-Fmoc-piperidine-2-carboxylic acid;AC-24144;AS-35385;F0938;EN300-81361;A13921;(S)-N-Fmoc-piperidine-2-carboxylic acid, 97%;A841550;1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-L-pipecolic Acid;(L)-N-(9-FLUORENYLMETHYLOXYCARBONYL)PIPECOLIC ACID;(S)-1-[(9H-Fluoren-9-ylmethoxy)carbonyl]-2-piperidinecarboxylic Acid

Chemical Property of Fmoc-L-Pipecolic acid

Chemical Property:

• Melting Point: 149-153 °C
• Boiling Point: 561.6 °C at 760 mmHg
• PKA: 3.97±0.20(Predicted)
• Flash Point: 293.5 °C
• PSA: 66.84000
• Density: 1.293 g/cm³
• LogP: 3.81250
• Storage Temp.: 2-8°C
• Solubility.: soluble in Methanol
• XLogP3: 3.7
• 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%,99%, ^*data from raw suppliers

N-Fmoc-L-pipecolinic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 50/53
• Safety Statements: 60-61

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C(C1)C(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24
• Isomeric SMILES: C1CCN([C@@H](C1)C(=O)O)C(=O)OCC2C3=CC=CC=C3C4=CC=CC=C24

Technology Process of Fmoc-L-Pipecolic acid

There total 14 articles about Fmoc-L-Pipecolic 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: 90.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + (R)-(+)-pipecolic acid (1723-00-8,83680-83-5) → (R)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (101555-63-9,86069-86-5,105751-19-7)

Guidance literature:

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

Reference yield: 83.0%

pipecolinic acid (3105-95-1,83680-83-5) → (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (101555-63-9,105751-19-7,86069-86-5)

Guidance literature:

pipecolinic acid; With sodium carbonate; at 20 ℃; for 0.0833333h;

F-moc succinamide; In 1,4-dioxane;

With hydrogenchloride; In water; pH=2;

Reference yield: 83.0%

9-fluorenylmethyl N-succinimidyl carbonate (102774-86-7) + pipecolinic acid (3105-95-1,83680-83-5) → (S)-1-(((9H-fluoren-9-yl)methoxy)carbonyl)piperidine-2-carboxylic acid (101555-63-9,105751-19-7,86069-86-5)

Guidance literature:

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

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(2S)-2-piperidinecarboxylic acid L-tartrate

(9-fluorenyl)methyl pentafluorophenyl carbonate

pipecolinic acid

Downstream raw materials:

Z-Aib-Aib-Pip-Aib-Gly-OH

DT₁₀₅₈-143-1

C₃₄H₃₇NO₆

(R)-N-(9-fluorenylmethoxycarbonyl)-(S)-pipecolinylphenyllactic acid

Refernces

• 1、 -. "2-ARYLSULFONAMIDO-N-ARYLACETAMIDE DERIVATIZED STAT3 INHIBITORS". Paragraph 00342. . Retrieved 2018/08/20.
• 2、 -. "THROMBIN INHIBITORS". Page/Page column 23. . Retrieved 2013/10/21.