2-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-dihydroisoindole-1-carboxylic Acid

Base Information

• Chemical Name: 2-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-dihydroisoindole-1-carboxylic Acid
• CAS No.: 204320-59-2
• Molecular Formula: C₂₄H₁₉NO₄
• Molecular Weight: 385.419
• Hs Code.: 2933990090
• European Community (EC) Number: 802-239-3
• DSSTox Substance ID: DTXSID30373254
• Mol file: 204320-59-2.mol

Synonyms:204320-59-2;2-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-dihydroisoindole-1-carboxylic Acid;2-(((9H-Fluoren-9-yl)methoxy)carbonyl)isoindoline-1-carboxylic acid;Fmoc-(R,S)-1,3-dihydro-2H-isoindole carboxylic acid;N-Fmoc-isoindoline-1-carboxylic acid;Fmoc-1,3-dihydro-2h-isoindole-2-carboxylic acid;SCHEMBL3366520;DTXSID30373254;YDLDAMFCNLVPGY-UHFFFAOYSA-N;MFCD00270204;AKOS030241738;SB48444;AS-73822;CS-0089851;A50408;EN300-7363382;(r,s)-fmoc-1,3-dihydro-2h-isoindole carboxylic acid;2-(9-fluorenylmethoxycarbonyl)isoindoline-1-carboxylic acid;2-(((9H-Fluoren-9-yl)methoxy)carbonyl)isoindoline-1-carboxylicacid;2-{[(9H-fluoren-9-yl)methoxy]carbonyl}-2,3-dihydro-1H-isoindole-1-carboxylate;2-{[(9H-FLUOREN-9-YL)METHOXY]CARBONYL}-2,3-DIHYDRO-1H-ISOINDOLE-1-CARBOXYLIC ACID;2H-Isoindole-1,2-dicarboxylicacid,1,3-dihydro-,2-(9H-fluoren-9-ylmethyl)ester

Chemical Property of 2-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-dihydroisoindole-1-carboxylic Acid

Chemical Property:

• PSA: 66.84000
• LogP: 4.51490
• Storage Temp.: Store at 0°C
• XLogP3: 4.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 385.13140809
• Heavy Atom Count: 29
• Complexity: 614

Purity/Quality:

≥ 97.5% (HPLC) ^*data from raw suppliers

Fmoc-1,3-dihydro-2h-isoindole-2-carboxylic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C2=CC=CC=C2C(N1C(=O)OCC3C4=CC=CC=C4C5=CC=CC=C35)C(=O)O

Technology Process of 2-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-dihydroisoindole-1-carboxylic Acid

There total 1 articles about 2-(9H-fluoren-9-ylmethoxycarbonyl)-1,3-dihydroisoindole-1-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:

→ (+/-)-2-(9-fluorenylmethoxycarbonyl)-1-isoindolinecarboxylic acid (204320-59-2)

Guidance literature:

Reference yield:

(+/-)-2-(9-fluorenylmethoxycarbonyl)-1-isoindolinecarboxylic acid (204320-59-2) → (+/-)-[4-[2-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-1-isoindolinylcarbonyl]-1-piperazinyl]acetic acid

Guidance literature:

Multi-step reaction with 4 steps

1: 80 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: TBAF / dimethylformamide; tetrahydrofuran / 1 h / 20 °C

3: 84 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / dimethylformamide; tetrahydrofuran / 12 h / 20 °C

4: 48 percent / NaOH / tetrahydrofuran; methanol / 5 h / Heating

With sodium hydroxide; tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.058

Reference yield:

(+/-)-2-(9-fluorenylmethoxycarbonyl)-1-isoindolinecarboxylic acid (204320-59-2) → (+/-)-ethyl [4-[2-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-1-isoindolinylcarbonyl]-1-piperazinyl]acetate (886447-56-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / CH₂Cl₂ / 12 h / 20 °C

2: TBAF / dimethylformamide; tetrahydrofuran / 1 h / 20 °C

3: 84 percent / 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide HCl salt; HOBt; Et₃N / dimethylformamide; tetrahydrofuran / 12 h / 20 °C

With tetrabutyl ammonium fluoride; benzotriazol-1-ol; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/j.bmc.2005.11.058

Downstream raw materials:

(+/-)-ethyl [4-[2-[3-methoxy-4-[N'-(2-methylphenyl)ureido]phenylacetyl]-1-isoindolinylcarbonyl]-1-piperazinyl]acetate

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