N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide

Base Information

• Chemical Name: N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide
• CAS No.: 194991-96-3
• Molecular Formula: C₃₆H₂₈N₄O₉
• Molecular Weight: 660.64
• Mol file: 194991-96-3.mol

Synonyms:N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide

Chemical Property of N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide

There total 2 articles about N-2-(N^α-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide 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: 92.0%

Fmoc-Gly-OPfp (86060-85-7) + 3-[7-(2-tert-butoxycarbonylamino-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid (194991-94-1) → N-2-(Nα-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide (194991-96-3)

Guidance literature:

3-[7-(2-tert-butoxycarbonylamino-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid; With trifluoroacetic acid; In dichloromethane; for 0.5h;

Fmoc-Gly-OPfp; With 2,6-dimethylpyridine; benzotriazol-1-ol; In N,N-dimethyl-formamide; for 18h;

DOI:10.1016/S0968-0896(01)00108-0

Reference yield:

Fmoc-Gly-OPfp (86060-85-7) + 3-[7-(2-Amino-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid (371760-45-1) → N-2-(Nα-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide (194991-96-3)

Guidance literature:

With 2,6-dimethylpyridine; benzotriazol-1-ol; In N,N-dimethyl-formamide; for 4h; Yield given;

DOI:10.1021/ja9706108

Reference yield: 87.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + N-2-(Nα-9-fluorenylmethoxycarbonylglycyl)aminoethyl-N'-(2-carboxyethyl)-1,4,5,8-naphthalenetetracarboxylic diimide (194991-96-3) → 3-(7-{2-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-acetylamino]-ethyl}-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl)-propionic acid pentafluorophenyl ester (194991-98-5)

Guidance literature:

With dicyclohexyl-carbodiimide; In N,N-dimethyl-formamide; for 16h;

DOI:10.1021/ja9706108

upstream raw materials:

Fmoc-Gly-OPfp

3-[7-(2-Amino-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid

3-[7-(2-tert-butoxycarbonylamino-ethyl)-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl]-propionic acid

Downstream raw materials:

3-(7-{2-[2-(9H-Fluoren-9-ylmethoxycarbonylamino)-acetylamino]-ethyl}-1,3,6,8-tetraoxo-3,6,7,8-tetrahydro-1H-benzo[lmn][3,8]phenanthrolin-2-yl)-propionic acid pentafluorophenyl ester