15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid

Base Information

• Chemical Name: 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid
• CAS No.: 443770-22-7
• Molecular Formula: C₆₁H₇₅N₃O₃
• Molecular Weight: 898.285
• Mol file: 443770-22-7.mol

Synonyms:15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid

Chemical Property of 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid

There total 7 articles about 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic 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: 57.0%

15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid 2-oxo-2-phenyl-ethyl ester (443770-21-6) → 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid (443770-22-7)

Guidance literature:

With 1H-imidazole; sodium hydride; thiophenol; In N,N-dimethyl-formamide; at 25 ℃;

DOI:10.1016/S0040-4039(02)00338-6

Reference yield:

thapsic acid (505-54-4) → 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid (443770-22-7)

Guidance literature:

Multi-step reaction with 3 steps

1: 65 percent / iPr₂NEt / dimethylformamide / 24 h / 25 °C

2: 70 percent / bromotripyrrolidinophosphonium hexafluorophosphate; iPr₂NEt / dimethylformamide / 24.5 h / 0 - 25 °C

3: 57 percent / PhSH; NaH; imidazole / dimethylformamide / 25 °C

With 1H-imidazole; sodium hydride; thiophenol; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00338-6

Reference yield:

N1-Triphenylmethyl-1,4-diaminobutane (189341-61-5) → 15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid (443770-22-7)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N / dimethylformamide / 1.5 h / 0 - 25 °C

2: 65 percent / LiAlH₄ / tetrahydrofuran / 48 h / Heating

3: 70 percent / bromotripyrrolidinophosphonium hexafluorophosphate; iPr₂NEt / dimethylformamide / 24.5 h / 0 - 25 °C

4: 57 percent / PhSH; NaH; imidazole / dimethylformamide / 25 °C

With 1H-imidazole; lithium aluminium tetrahydride; sodium hydride; thiophenol; triethylamine; N-ethyl-N,N-diisopropylamine; bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1016/S0040-4039(02)00338-6

upstream raw materials:

15-{[4-(trityl-amino)-butyl]-[3-(trityl-amino)-propyl]-carbamoyl}-pentadecanoic acid 2-oxo-2-phenyl-ethyl ester

thapsic acid

N₁-Triphenylmethyl-1,4-diaminobutane

trityl chloride

Refernces