2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine

Base Information

• Chemical Name: 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine
• CAS No.: 479623-44-4
• Molecular Formula: C₃₃H₃₇N₉O₇
• Molecular Weight: 671.713
• Mol file: 479623-44-4.mol

Synonyms:2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine

Chemical Property of 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine

There total 4 articles about 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine 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: 38.0%

(S)-N-(3,5-dinitrobenzoyl)leucine (7495-01-4) + 2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine (479623-53-5) → 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine (479623-44-4)

Guidance literature:

(S)-N-(3,5-dinitrobenzoyl)leucine; With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; In tetrahydrofuran; at 20 ℃; for 3h;

2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine; In tetrahydrofuran; at 20 ℃; for 15h;

DOI:10.1016/S0957-4166(02)00402-0

Reference yield:

[2-(4,6-Dichloro-[1,3,5]triazin-2-yloxy)-ethyl]-carbamic acid tert-butyl ester → 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine (479623-44-4)

Guidance literature:

Multi-step reaction with 4 steps

1.1: DIPEA / 25 °C

2.1: acetonitrile / 50 °C

3.1: TFA / CH₂Cl₂ / 25 °C

4.1: 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ) / tetrahydrofuran / 3 h / 20 °C

4.2: 38 percent / tetrahydrofuran / 15 h / 20 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0957-4166(02)00402-0

Reference yield:

tert-butyl-2-{[4-chloro-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylcarbamate (479623-51-3) → 2-[(S)-N-(3,5-dinitrobenzoyl)amino-iso-butylacetyl]-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine (479623-44-4)

Guidance literature:

Multi-step reaction with 3 steps

1.1: acetonitrile / 50 °C

2.1: TFA / CH₂Cl₂ / 25 °C

3.1: 2-ethoxy-1-ethoxycarbonyl-1,2-dihydroquinoline (EEDQ) / tetrahydrofuran / 3 h / 20 °C

3.2: 38 percent / tetrahydrofuran / 15 h / 20 °C

With N-ethoxycarbonyl-2-ethoxy-1,2-dihydroquinoline; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile;

DOI:10.1016/S0957-4166(02)00402-0

upstream raw materials:

(S)-N-(3,5-dinitrobenzoyl)leucine

2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylamine

tert-butyl-2-{[4-chloro-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylcarbamate

tert-butyl-2-{[4-allylamino-6-(R)-(1-(1-naphthyl)ethylamino)-1,3,5-triazin-2-yl]oxy}ethylcarbamate