FMOC-BETA-ALA-OPFP

Base Information

• Chemical Name: FMOC-BETA-ALA-OPFP
• CAS No.: 149303-38-8
• Molecular Formula: C24H16 F5 N O4
• Molecular Weight: 477.38
• Mol file: 149303-38-8.mol

Synonyms:FMOC-BETA-ALANINE-OPFP;FMOC-BETA-ALANINE PENTAFLUOROPHENYL ESTER;FMOC-BETA-ALA-OPFP;Fmoc-b-Ala-OPfp

Chemical Property of FMOC-BETA-ALA-OPFP

Chemical Property:

• PSA: 64.63000
• LogP: 5.60720
• Storage Temp.: -15°C

Purity/Quality:

98%Min ^*data from raw suppliers

Fmoc-beta-alanine pentafluorophenyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Fmoc-beta-Ala-OPfp is an Fmoc protected alanine derivative. Also, it is a reagent used in the synthesis of benzophenone-peptide nucleic acids derivative for mitochondrial targeting.

Technology Process of FMOC-BETA-ALA-OPFP

There total 2 articles about FMOC-BETA-ALA-OPFP 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: 90.0%

2,3,4,5,6-pentafluorophenol (771-61-9) + N-Fmoc-β-alanine (35737-10-1) → pentafluorophenyl 3-[[(9H-fluoren-9-yl)methyloxy]carbonylamino]propionate (149303-38-8)

Guidance literature:

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 20 ℃; for 24h;

DOI:10.1016/S0040-4020(02)00513-6

Reference yield:

3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester (359009-97-5) → pentafluorophenyl 3-[[(9H-fluoren-9-yl)methyloxy]carbonylamino]propionate (149303-38-8)

Guidance literature:

Multi-step reaction with 2 steps

1: NH₂NH₂ / dimethylformamide

2: 90 percent / EDCI / CH₂Cl₂ / 24 h / 20 °C

With 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; hydrazine; In dichloromethane; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4020(02)00513-6

Reference yield: 46.0%

3-amino-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester + pentafluorophenyl 3-[[(9H-fluoren-9-yl)methyloxy]carbonylamino]propionate (149303-38-8) → 3-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester (359009-95-3)

Guidance literature:

In N,N-dimethyl-formamide; for 24h;

DOI:10.1016/S0040-4020(02)00513-6

upstream raw materials:

2,3,4,5,6-pentafluorophenol

N-Fmoc-β-alanine

3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester

Downstream raw materials:

3-[3-(9H-fluoren-9-ylmethoxycarbonylamino)-propionylamino]-propionic acid 4-[1-(4,4-dimethyl-2,6-dioxo-cyclohexylidene)-3-methyl-butylamino]-benzyl ester

Refernces