methyl N5-(aminocarbonyl)-L-ornithine monohydrochloride

Base Information

• Chemical Name: methyl N5-(aminocarbonyl)-L-ornithine monohydrochloride
• CAS No.: 93964-78-4
• Molecular Formula: C7H15 N3 O3 . Cl H
• Molecular Weight: 225.675
• Mol file: 93964-78-4.mol

Synonyms:methyl N5-(aminocarbonyl)-L-ornithine monohydrochloride

Chemical Property of methyl N5-(aminocarbonyl)-L-ornithine monohydrochloride

Chemical Property:

• PSA: 108.43000
• LogP: 1.34220

Purity/Quality:

99%+, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl N5-(aminocarbonyl)-L-ornithine monohydrochloride

There total 1 articles about methyl N5-(aminocarbonyl)-L-ornithine monohydrochloride 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: 100.0%

methanol (67-56-1) + Citrulline (372-75-8) → methyl (S)-2-amino-5-ureidopentanoate hydrochloride (93964-78-4)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃; for 48h;

DOI:10.1139/cjc-2016-0179

Reference yield:

methyl (S)-2-amino-5-ureidopentanoate hydrochloride (93964-78-4) → tert-butyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentane-2-yl)amino)-3-methyl-1-oxobutane-2-yl)carbamate (870487-09-5)

Guidance literature:

Multi-step reaction with 3 steps

1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: sodium hydroxide / methanol / 2 h / 0 - 20 °C

3: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane; methanol / Darkness

With benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

methyl (S)-2-amino-5-ureidopentanoate hydrochloride (93964-78-4) → tert-butyl ((5)-3-methyl-1-(((5)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate (870487-10-8)

Guidance literature:

Multi-step reaction with 4 steps

1: benzotriazol-1-ol; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere

2: sodium hydroxide / methanol / 2 h / 0 - 20 °C

3: N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline / dichloromethane; methanol / Darkness

4: N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 °C / Inert atmosphere

With benzotriazol-1-ol; N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine; sodium hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide;

upstream raw materials:

methanol

Citrulline

Downstream raw materials:

(6S,9S)-1-amino-9-isopropyl-13,13-dimethyl-1,8,11-trioxo-12-oxa-2,7,10-triazatetradecane-6-carboxylic acid

tert-butyl ((S)-1-(((S)-1-((4-(hydroxymethyl)phenyl)amino)-1-oxo-5-ureidopentane-2-yl)amino)-3-methyl-1-oxobutane-2-yl)carbamate

tert-butyl ((5)-3-methyl-1-(((5)-1-((4-((((4-nitrophenoxy)carbonyl)oxy)methyl)phenyl)amino)-1-oxo-5-ureidopentan-2-yl)amino)-1-oxobutan-2-yl)carbamate

Refernces

• 1、 -. "CONJUGATE OF MONOMETHYL AURISTATIN F AND TRASTUZUMAB AND ITS USE FOR THE TREATMENT OF CANCER". Paragraph 0444; 0445. . Retrieved 2017/05/15.
• 2、 -. "CONJUGATE OF MONOMETHYL AURISTATIN F AND TRASTUZUMAB AND ITS USE FOR THE TREATMENT OF CANCER". Page/Page column 78. . Retrieved 2016/11/17.