6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

Base Information

• Chemical Name: 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene
• CAS No.: 221297-76-3
• Molecular Formula: C₂₉H₃₇N₇O₈S₂
• Molecular Weight: 675.787

Synonyms:6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

Chemical Property of 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

Chemical Property:

Purity/Quality:

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Technology Process of 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

There total 7 articles about 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene 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: 87.0%

6-[5-(tert-butoxycarbonyl)amino-1-pentanyl]-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-75-2) → 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-76-3)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; at 20 ℃;

DOI:10.1002/jhet.5570370403

Reference yield:

CH2Cl2-MeOH + MeOH-NH4OH + 6-[5-(tert-butoxycarbonyl)amino-1-pentanyl]-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-75-2) → 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-76-3)

Guidance literature:

In dichloromethane; water; trifluoroacetic acid;

Reference yield:

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) → 6-(5-amino-1-pentanyl)-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-76-3)

Guidance literature:

Multi-step reaction with 3 steps

1: 46 percent / aq. NaOH / tetrahydrofuran / 20 °C

2: 57 percent / K₂CO₃ / acetonitrile / 48 h / Heating

3: 87 percent / TFA / CH₂Cl₂ / 20 °C

With sodium hydroxide; potassium carbonate; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Tosylation / 2: Alkylation / 3: acidolysis;

DOI:10.1002/jhet.5570370403

upstream raw materials:

6-[5-(tert-butoxycarbonyl)amino-1-pentanyl]-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

N-(tert-butyloxycarbonyl)-5-aminopentanol

3,10-Bis-(2-nitro-benzenesulfonyl)-3,6,10,16-tetraaza-bicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene-6-carboxylic acid tert-butyl ester

5-((tert-butoxycarbonyl)amino)pentyl 4-methylbenzenesulfulfonate

Downstream raw materials:

6-[5-(2-anthraquinonecarbonyl)amino-1-pentanyl]-3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

3,10-bis(2-nitrobenzenesulfonyl)-6-[5-(1-pyrenecarbonyl)amino-1-pentanyl]-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1⁽¹⁶⁾,12,14-triene

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