6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone

Base Information

• Chemical Name: 6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone
• CAS No.: 234450-08-9
• Molecular Formula: C₄₀H₄₆N₄O₆
• Molecular Weight: 678.828
• Mol file: 234450-08-9.mol

Synonyms:6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone

Chemical Property of 6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone

There total 1 articles about 6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone 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: 26.8%

L-phenylalanine tert-butyl ester (16874-17-2) + 6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-(2-carboxyethyl)-5-methyl-2(1H)-pyrazinone (234450-07-8) → 6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBut)-carbonylethyl]-5-methyl-2(1H)-pyrazinone (234450-08-9)

Guidance literature:

With (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; at 20 ℃; for 2h;

DOI:10.1016/S0040-4020(99)00908-4

Reference yield:

6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBut)-carbonylethyl]-5-methyl-2(1H)-pyrazinone (234450-08-9) → 2-{3-[5-(4-amino-butyl)-6-methyl-3-oxo-3,4-dihydro-pyrazin-2-yl]-propionylamino}-3-phenyl-propionic acid tert-butyl ester

Guidance literature:

With piperidine; In N,N-dimethyl-formamide; at 20 ℃; for 1h;

DOI:10.1016/S0040-4020(99)00908-4

Reference yield:

6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-[2-(Phe-OBut)-carbonylethyl]-5-methyl-2(1H)-pyrazinone (234450-08-9) → 6-[4-(Nα-Boc-Tyr)-aminobutyl]-3-[2-(Phe-OBut)-carbonylethyl]-5-methyl-2(1H)-pyrazinone (234450-09-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 20 percent piperidine / dimethylformamide

2: BOP; DIEA

With piperidine; (benzotriazo-1-yloxy)tris(dimethylamino)phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; 1: aminolysis / 2: Condensation;

DOI:10.1248/cpb.47.1193

upstream raw materials:

L-phenylalanine tert-butyl ester

6-[4-(9-fluorenylmethoxycarbonyl)-aminobutyl]-3-(2-carboxyethyl)-5-methyl-2(1H)-pyrazinone

Downstream raw materials:

6-[4-(N^α-Boc-Tyr)-aminobutyl]-3-[2-(Phe-OBu^t)-carbonylethyl]-5-methyl-2(1H)-pyrazinone