2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid

Base Information

• Chemical Name: 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid
• CAS No.: 1013328-63-6
• Molecular Formula: C₃₁H₂₄N₂O₅
• Molecular Weight: 504.542
• Mol file: 1013328-63-6.mol

Synonyms:2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid

Chemical Property of 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid

Chemical Property:

Purity/Quality:

97% ^*data from raw suppliers

Fmoc-L-Ala(2-Acd)-OH ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid

There total 6 articles about 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic 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: 75.0%

(S)-2-amino-3-(9-oxo-9,10-dihydroacridin-2-yl)propanoic acid + (fluorenylmethoxy)carbonyl chloride (28920-43-6) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid (1013328-63-6)

Guidance literature:

(S)-2-amino-3-(9-oxo-9,10-dihydroacridin-2-yl)propanoic acid; With triethylamine; In water; acetonitrile; for 0.75h; pH=8.5;

(fluorenylmethoxy)carbonyl chloride;

DOI:10.1021/ja3005094

Reference yield:

C22H24N2O5 → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid (1013328-63-6)

Guidance literature:

Multi-step reaction with 2 steps

1: water; sodium hydroxide / 2 h / 50 °C / pH 9

2: triethylamine / water; acetonitrile / 0.75 h / pH 8.5

With water; triethylamine; sodium hydroxide; In water; acetonitrile;

DOI:10.1021/ja3005094

Reference yield:

(S)-4-nitrophenylalanine methyl ester hydrochloride (17193-40-7) → 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-(9-oxo-9,10-dihydro-acridin-2-yl)-propionic acid (1013328-63-6)

Guidance literature:

Multi-step reaction with 6 steps

1: sodium carbonate

2: palladium on activated charcoal; hydrogen

3: copper; potassium carbonate

4: polyphosphoric acid / 2 h / 140 °C

5: water; sodium hydroxide / 2 h / 50 °C / pH 9

6: triethylamine / water; acetonitrile / 0.75 h / pH 8.5

With palladium on activated charcoal; water; hydrogen; copper; sodium carbonate; potassium carbonate; triethylamine; sodium hydroxide; In water; acetonitrile;

DOI:10.1021/ja3005094

upstream raw materials:

(fluorenylmethoxy)carbonyl chloride

(S)-4-nitrophenylalanine methyl ester hydrochloride

(S)-methyl 3-(4-aminophenyl)-2-((tert-butoxycarbonyl)amino)propanoate

methyl (S)-2-((tert-butoxycarbonyl)amino)-3-(4-nitrophenyl)propanoate

Downstream raw materials:

C₈₄H₁₁₈N₁₆O₃₅

Refernces