Tetradecanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-

Base Information

• Chemical Name: Tetradecanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-
• CAS No.: 919122-99-9
• Molecular Formula: C₂₉H₃₉NO₄
• Molecular Weight: 465.633
• DSSTox Substance ID: DTXSID90373290
• Mol file: 919122-99-9.mol

Synonyms:919122-99-9;(R,S)-Fmoc-2-amino-tetradecanoic acid;2-(9H-fluoren-9-ylmethoxycarbonylamino)tetradecanoic Acid;Tetradecanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-;2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)tetradecanoic acid;SCHEMBL18614182;DTXSID90373290;AB86823;BS-33148;CS-0205010;E84510

Chemical Property of Tetradecanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-

Chemical Property:

• PSA: 79.12000
• LogP: 7.49370
• XLogP3: 8.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 16
• Exact Mass: 465.28790873
• Heavy Atom Count: 34
• Complexity: 587

Purity/Quality:

99% ^*data from raw suppliers

(R)-2-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)tetradecanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCCCCCCCCCCCC(C(=O)O)NC(=O)OCC1C2=CC=CC=C2C3=CC=CC=C13

Technology Process of Tetradecanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]-

There total 8 articles about Tetradecanoic acid, 2-[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]- 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: 97.0%

tert-butyl D-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoate (478706-36-4) → D-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoic acid (919122-99-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/1099-0690(200208)2002:16<2736::AID-EJOC2736>3.0.CO;2-5

Reference yield: 80.0%

tert-butyl L-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoate (478706-47-7) → L-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoic acid (919122-99-9)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 1.5h;

DOI:10.1002/1099-0690(200208)2002:16<2736::AID-EJOC2736>3.0.CO;2-5

Reference yield:

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) → D-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoic acid (919122-99-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 71 percent / NaOH / dioxane; H₂O / 40 °C / pH 8 - 9

2: 97 percent / TFA / CH₂Cl₂ / 1.5 h / 20 °C

With sodium hydroxide; trifluoroacetic acid; In 1,4-dioxane; dichloromethane; water;

DOI:10.1002/1099-0690(200208)2002:16<2736::AID-EJOC2736>3.0.CO;2-5

upstream raw materials:

tert-butyl D-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoate

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide

tert-butyl(2R)-2-{[(1S,2S,5S)-2-hydroxy-2,6,6-trimethylbicyclo-[3.1.1]hept-3-ylidene]amino}tetradecanoate

tert-butyl L-2-[(9-fluorenylmethoxycarbonyl)amino]tetradecanoate

Downstream raw materials:

{2-[2-(2-acetylamino-tetradecanoylamino)-acetylamino]-tetradecanoylamino}-thioacetic acid S-benzyl ester