2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid

Base Information

• Chemical Name: 2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid
• CAS No.: 126828-35-1
• Molecular Formula: C₃₂H₂₉NO₇
• Molecular Weight: 539.585
• European Community (EC) Number: 604-455-1,631-379-6
• DSSTox Substance ID: DTXSID701118433
• Nikkaji Number: J1.084.659E
• Mol file: 126828-35-1.mol

Synonyms:Rink amide linker;145069-56-3;126828-35-1;4-[(2,4-Dimethoxyphenyl)(Fmoc-amino)methyl]phenoxyacetic acid;2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid;2-[4-[(2,4-dimethoxyphenyl)-(9H-fluoren-9-ylmethoxycarbonylamino)methyl]phenoxy]acetic Acid;Rink Amide Linker;Fmoc-Rink Amide Linker;Fmoc-Linker;Fmoc-Knorr;MFCD00153509;4-[(2,4-Dimethoxyphenyl)[(9H-fluoren-9-ylmethoxy)carbonylamino]methyl]phenoxyacetic Acid;{4-[(2,4-DIMETHOXYPHENYL){[(9H-FLUOREN-9-YLMETHOXY)CARBONYL]AMINO}METHYL]PHENOXY}ACETIC ACID;Knorr Linker;Fmoc-Knorr-Linker;PubChem12817;ACMC-20amr2;RINKAMIDELINKER;AmbotzRL-1027;4-[(2,4-Dimethoxyphenyl)(Fmoc-amino)methyl]phenoxyaceticacid;AK-49401;SCHEMBL1745934;C32H29NO7;DTXSID701118433;AKOS007930055;AC-9075;AM84412;CS-W011472;4-[(R,S)-alpha-1-(9H-Fluren-9-yl)-methoxy formamido]2,4-dimethoxybenzylphenoxyacetic acid;AS-14559;SY016797;D2672;FT-0643372;FT-0754139;D78376;M02895;A808310;A889355;J-008046;J-514187;Fmoc-2,4-dimethoxy-4-(carboxymethyloxy)-benzhydrylamine;N-fmoc-2,4-dimethoxy-4'-(carboxymethyloxy)-benzhydrylamine;(4-(((9-Fluorenylmethoxycarbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid;4-[(2,4-Dimethoxyphenyl)(Fmoc-amino)methyl]phenoxyacetic acid, >=99.0% (HPLC);4-[alpha-(9H-Fluorene-9-ylmethoxycarbonylamino)-2,4-dimethoxybenzyl]phenoxyacetic acid;[4-[(2,4-Dimethoxyphenyl)[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]phenoxy]-acetic acid;2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)aceticacid;2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid;2-(4-((((9H-fluoren-9-yl)methoxy)carbonylamino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid;2-[4-[(2,4-Dimethoxyphenyl)[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]phenoxy]acetic acid;2-{4-[(2,4-DIMETHOXYPHENYL)({[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}AMINO)METHYL]PHENOXY}ACETIC ACID;Acetic acid, 2-[4-[(2,4-dimethoxyphenyl)[[(9H-fluoren-9-ylmethoxy)carbonyl]amino]methyl]phenoxy]-

Chemical Property of 2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid

Chemical Property:

• Melting Point: ~180 °C (dec.)
• Boiling Point: 776.3±60.0 °C(Predicted)
• PKA: 3.15±0.10(Predicted)
• PSA: 103.32000
• Density: 1.277±0.06 g/cm3(Predicted)
• LogP: 6.18620
• Storage Temp.: 2-8°C
• Solubility.: soluble in Dimethylformamide
• XLogP3: 5.8
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 7
• Rotatable Bond Count: 11
• Exact Mass: 539.19440226
• Heavy Atom Count: 40
• Complexity: 808

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-[(2,4-Dimethoxyphenyl)[(9H-fluoren-9-ylmethoxy)carbonylamino]methyl]phenoxyacetic Acid >98.0%(HPLC)(T) ^*data from reagent suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=C(C=C1)C(C2=CC=C(C=C2)OCC(=O)O)NC(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)OC
• Uses: An acid labile trialkoxybenzhydryl-type handle idealy suited for the preparation of peptide amides using Fmoc strategy.

Technology Process of 2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic acid

There total 7 articles about 2-(4-(((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)(2,4-dimethoxyphenyl)methyl)phenoxy)acetic 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: 84.0%

N-(9H-fluoren-2-ylmethoxycarbonyloxy)succinimide (82911-69-1) + 4-<(R,S)-1-Amino-(2',4'-dimethoxybenzyl)>phenoxyacetic acid (142115-01-3) → 4-<(R,S)-1-<1-(9H-Fluoren-9-yl)methoxycarbonylamino>-(2',4'-dimethoxybenzyl)>phenoxyacetic acid (145069-56-3,126828-35-1)

Guidance literature:

With potassium carbonate; In 1,4-dioxane; water; for 3h;

Reference yield:

4-(1-Oxo-2',4'-dimethoxybenzyl)phenoxyacetic acid (75226-98-1) → 4-<(R,S)-1-<1-(9H-Fluoren-9-yl)methoxycarbonylamino>-(2',4'-dimethoxybenzyl)>phenoxyacetic acid (145069-56-3,126828-35-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NH₂OH*HCl, triethylamine / methanol; H₂O / 72 h / Heating

2: 98 percent / hydrogen / PtO₂ / acetic acid / 336 h / 760 Torr

3: 84 percent / K₂CO₃ / dioxane; H₂O / 3 h

With hydroxylamine hydrochloride; hydrogen; potassium carbonate; triethylamine; platinum(IV) oxide; In 1,4-dioxane; methanol; water; acetic acid;

Reference yield:

(4-hydroxyphenyl)(2,4-dimethoxyphenyl)methanone (41351-30-8) → 4-<(R,S)-1-<1-(9H-Fluoren-9-yl)methoxycarbonylamino>-(2',4'-dimethoxybenzyl)>phenoxyacetic acid (145069-56-3,126828-35-1)

Guidance literature:

Multi-step reaction with 5 steps

1: 88 percent / K₂CO₃, KI / ethanol / 72 h / Heating

2: 91 percent / 2 N NaOH / ethanol / 16 h / Heating

3: 85 percent / NH₂OH*HCl, triethylamine / methanol; H₂O / 72 h / Heating

4: 98 percent / hydrogen / PtO₂ / acetic acid / 336 h / 760 Torr

5: 84 percent / K₂CO₃ / dioxane; H₂O / 3 h

With sodium hydroxide; hydroxylamine hydrochloride; hydrogen; potassium carbonate; triethylamine; potassium iodide; platinum(IV) oxide; In 1,4-dioxane; methanol; ethanol; water; acetic acid;

upstream raw materials:

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

4-<(R,S)-1-Amino-(2',4'-dimethoxybenzyl)>phenoxyacetic acid

4-(1-Oxo-2',4'-dimethoxybenzyl)phenoxyacetic acid

(4-hydroxyphenyl)(2,4-dimethoxyphenyl)methanone

Downstream raw materials:

C₃₈H₄₀N₄O₇

C₃₁H₄₂N₂O₆

C₃₁H₄₀N₄O₆

C₂₃H₃₀N₄O₅

Refernces