(R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester

Base Information

• Chemical Name: (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester
• CAS No.: 76224-06-1
• Molecular Formula: C₃₆H₃₄N₄O₆S
• Molecular Weight: 650.755
• Mol file: 76224-06-1.mol

Synonyms:

Chemical Property of (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester

There total 3 articles about (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester 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:

p-amidinophenol hydrochloride (38148-63-9) → (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester (76224-06-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 97 percent / Et₃N / dimethylformamide / 2 h / Ambient temperature

2: 81 percent / 5percent NaOH / ethanol / 1.5 h / Ambient temperature

3: pyridine, N-ethylpiperidine, 4-dimethylaminopyridine, pivaloyl chloride / 1) THF, -10 deg C, 20 min, 2) THF, -10 deg C, 2 h then RT, overnight

With 1-ethyl-piperidine; pyridine; dmap; sodium hydroxide; pivaloyl chloride; triethylamine; In ethanol; N,N-dimethyl-formamide;

Reference yield:

N,O-bis(benzyloxycarbonyl)-p-amidinophenol (76223-55-7) → (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester (76224-06-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 81 percent / 5percent NaOH / ethanol / 1.5 h / Ambient temperature

2: pyridine, N-ethylpiperidine, 4-dimethylaminopyridine, pivaloyl chloride / 1) THF, -10 deg C, 20 min, 2) THF, -10 deg C, 2 h then RT, overnight

With 1-ethyl-piperidine; pyridine; dmap; sodium hydroxide; pivaloyl chloride; In ethanol;

Reference yield:

dansyl-(R)-phenylalanie (56176-31-9) + N-(benzyloxycarbonyl)-p-amidinophenol (76223-53-5) → (R)-2-(5-Dimethylamino-naphthalene-1-sulfonylamino)-3-phenyl-propionic acid 4-(benzyloxycarbonylamino-imino-methyl)-phenyl ester (76224-06-1)

Guidance literature:

With 1-ethyl-piperidine; pyridine; dmap; pivaloyl chloride; Yield given. Multistep reaction; 1) THF, -10 deg C, 20 min, 2) THF, -10 deg C, 2 h then RT, overnight;

upstream raw materials:

dansyl-(R)-phenylalanie

N-(benzyloxycarbonyl)-p-amidinophenol

p-amidinophenol hydrochloride

N,O-bis(benzyloxycarbonyl)-p-amidinophenol