N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine

Base Information

• Chemical Name: N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine
• CAS No.: 143799-93-3
• Molecular Formula: C₁₈H₂₆N₂O₄S
• Molecular Weight: 366.481
• Mol file: 143799-93-3.mol

Synonyms:N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine

Chemical Property of N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine

There total 4 articles about N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine 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: 94.0%

tert-butyl 1-(2-bromoethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate (143799-88-6) + potassium thioacetate (10387-40-3) → N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine (143799-93-3)

Guidance literature:

In N,N-dimethyl-formamide; for 20h; Ambient temperature;

Reference yield: 59.0%

1-[(2-aminoethyl)sulfanyl]ethan-1-one hydrochloride (17612-91-8) + Boc-Phe-ONSu (3674-06-4) → N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine (143799-93-3)

Guidance literature:

With triethylamine; In N,N-dimethyl-formamide; 1.) 0 deg C, 3 h, 2.) RT, 12 h;

DOI:10.1016/0223-5234(92)90115-H

Reference yield:

methyl 2-((2S)-2-((tert-butoxycarbonyl)amino)-3-phenylpropanamido)acetate (7625-57-2) → N-<(tert-butyloxycarbonyl)phenylalanyl>-S-acetyl-cysteamine (143799-93-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 91 percent / LiCl, NaBH₄ / tetrahydrofuran; ethanol / 20 h / Ambient temperature

2: 88 percent / CBr₄, Ph₃P / CH₂Cl₂ / 20 h / Ambient temperature

3: 94 percent / dimethylformamide / 20 h / Ambient temperature

With sodium tetrahydroborate; carbon tetrabromide; triphenylphosphine; lithium chloride; In tetrahydrofuran; ethanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

tert-butyl 1-(2-bromoethylamino)-1-oxo-3-phenylpropan-2-ylcarbamate

potassium thioacetate

1-[(2-aminoethyl)sulfanyl]ethan-1-one hydrochloride

Boc-Phe-ONSu

Downstream raw materials:

L-phenylalanyltaurine

Thioacetic acid S-[2-((S)-2-amino-3-phenyl-propionylamino)-ethyl] ester; compound with trifluoro-acetic acid