12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-triene

Base Information

• Chemical Name: 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-triene
• CAS No.: 227457-58-1
• Molecular Formula: C₃₆H₃₂BrN₇O₁₃S₃
• Molecular Weight: 946.791

Synonyms:12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-triene

Chemical Property of 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-triene

Chemical Property:

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Technology Process of 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-triene

There total 6 articles about 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-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: 85.0%

N1,N3,N5-tris(2-nitrobenzenesulfonyl)-1,5-diamino-3-azapentane (210303-79-0) + 3-(4-Bromobenzyloxy)-2,6-bis(chloromethyl)pyridine (227457-57-0) → 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-triene (227457-58-1)

Guidance literature:

With potassium carbonate; In acetonitrile; for 5h; Heating;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1253::AID-CHEM1253>3.0.CO;2-I

Reference yield:

3-HYDROXYPYRIDINE (109-00-2) → 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-triene (227457-58-1)

Guidance literature:

Multi-step reaction with 4 steps

1: NaOH; H₂O / 30 h / 90 °C

2: 80 percent / K₂CO₃ / acetonitrile / 7 h / Heating

3: 80 percent / CCl₄; Bu₃P / 4 h / 20 °C

4: 85 percent / K₂CO₃ / acetonitrile / 5 h / Heating

With tetrachloromethane; sodium hydroxide; tributylphosphine; water; potassium carbonate; In acetonitrile; 1: Alkylation / 2: Etherification / 3: Substitution / 4: Substitution;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1253::AID-CHEM1253>3.0.CO;2-I

Reference yield:

2,6-bis-(hydroxymethyl)-3-hydroxypyridine (38029-16-2) → 12-(4-Bromobenzyloxy)-3,6,9-tris(2-nitrobenzenesulfonyl)-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1(15),11,13-triene (227457-58-1)

Guidance literature:

Multi-step reaction with 3 steps

1: 80 percent / K₂CO₃ / acetonitrile / 7 h / Heating

2: 80 percent / CCl₄; Bu₃P / 4 h / 20 °C

3: 85 percent / K₂CO₃ / acetonitrile / 5 h / Heating

With tetrachloromethane; tributylphosphine; potassium carbonate; In acetonitrile; 1: Etherification / 2: Substitution / 3: Substitution;

DOI:10.1002/(SICI)1521-3765(19990401)5:4<1253::AID-CHEM1253>3.0.CO;2-I

upstream raw materials:

N¹,N³,N⁵-tris(2-nitrobenzenesulfonyl)-1,5-diamino-3-azapentane

3-(4-Bromobenzyloxy)-2,6-bis(chloromethyl)pyridine

3-HYDROXYPYRIDINE

2,6-bis-(hydroxymethyl)-3-hydroxypyridine

Downstream raw materials:

12-[(4-bromobenzyl)oxy]-3,6,9,15-tetraazabicyclo[9.3.1]pentadeca-1⁽¹⁵⁾,11,13-triene

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