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

Base Information

• Chemical Name: 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
• CAS No.: 221297-75-2
• Molecular Formula: C₃₄H₄₅N₇O₁₀S₂
• Molecular Weight: 775.904

Synonyms: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

Chemical Property of 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

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Technology Process of 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

There total 5 articles about 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 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: 57.0%

5-((tert-butoxycarbonyl)amino)pentyl 4-methylbenzenesulfulfonate (118811-34-0) + 3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-42-3) → 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)

Guidance literature:

With potassium carbonate; In acetonitrile; for 48h; Heating;

DOI:10.1002/jhet.5570370403

Reference yield:

CH2Cl2-MeOH + 5-((tert-butoxycarbonyl)amino)pentyl 4-methylbenzenesulfulfonate (118811-34-0) + 3,10-bis(2-nitrobenzenesulfonyl)-3,6,10,16-tetraazabicyclo[10.3.1]hexadeca-1(16),12,14-triene (221297-42-3) → 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)

Guidance literature:

With potassium carbonate; In CHCl₃-H₂O; acetonitrile;

Reference yield:

N-(tert-butyloxycarbonyl)-5-aminopentanol (75178-90-4) → 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)

Guidance literature:

Multi-step reaction with 2 steps

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

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

With sodium hydroxide; potassium carbonate; In tetrahydrofuran; acetonitrile; 1: Tosylation / 2: Alkylation;

DOI:10.1002/jhet.5570370403

upstream raw materials:

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

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

Downstream raw materials:

6-(5-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

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

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