17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

Base Information

• Chemical Name: 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene
• CAS No.: 154875-18-0
• Molecular Formula: C₂₉H₃₆N₂O₆S₂
• Molecular Weight: 572.747

Synonyms:17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

Chemical Property of 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

Chemical Property:

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Technology Process of 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-triene

There total 3 articles about 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,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: 63.0%

diethylene glycol dimesylate (34604-52-9) + 2,6-Bis<2'-(p-toluenesulfonamido)ethyl>anisole (154875-19-1) → 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene (154875-18-0)

Guidance literature:

With caesium carbonate; In N,N-dimethyl-formamide; at 75 ℃; for 1h;

DOI:10.1021/jo00082a019

Reference yield:

2,6-bis(cyanomethyl)anisole (144316-87-0) → 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene (154875-18-0)

Guidance literature:

Multi-step reaction with 3 steps

1: BH₃*Me₂S, 6 N aq. HCl / tetrahydrofuran / 1.) reflux, 1 h, 2.) reflux, 14 h

2: tetrahydrofuran / 4 h / Heating

3: 63 percent / Cs₂CO₃ / dimethylformamide / 1 h / 75 °C

With hydrogenchloride; dimethylsulfide borane complex; caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00082a019

Reference yield:

2-[3-(2-Amino-ethyl)-2-methoxy-phenyl]-ethylamine (1000558-82-6) → 17-Methoxy-4,10-bis-(toluene-4-sulfonyl)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1(16),13(17),14-triene (154875-18-0)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h / Heating

2: 63 percent / Cs₂CO₃ / dimethylformamide / 1 h / 75 °C

With caesium carbonate; In tetrahydrofuran; N,N-dimethyl-formamide;

DOI:10.1021/jo00082a019

upstream raw materials:

diethylene glycol dimesylate

2,6-Bis<2'-(p-toluenesulfonamido)ethyl>anisole

2,6-bis(cyanomethyl)anisole

2-[3-(2-Amino-ethyl)-2-methoxy-phenyl]-ethylamine

Downstream raw materials:

[17-Methoxy-10-methoxycarbonylmethyl-16-nitro-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

[17-Methoxy-10-methoxycarbonylmethyl-15-(2,4,6-trinitro-phenylamino)-7-oxa-4,10-diaza-bicyclo[11.3.1]heptadeca-1⁽¹⁶⁾,13⁽¹⁷⁾,14-trien-4-yl]-acetic acid methyl ester

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