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(1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate

Base Information
  • Chemical Name:(1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate
  • CAS No.:1265177-86-3
  • Molecular Formula:C38H61NO7Si2
  • Molecular Weight:700.076
  • Hs Code.:
(1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate

Synonyms:(1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate

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Chemical Property of (1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate
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Technology Process of (1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate

There total 22 articles about (1R,6S,E)-6-(tert-butyldimethylsilyloxy)-1-((2R,5R)-5-(2-(tert-butyldimethylsilyloxy)ethyl)tetrahydrofuran-2-yl)-5-methyl-7-methyleneundec-4-en-2-ynyl 4-nitrobenzoate 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:
Guidance literature:
Multi-step reaction with 7 steps
1.1: dimethyl zinc(II) / toluene / 1.5 h / 20 °C / Inert atmosphere
1.2: 0.17 h / 20 °C / Inert atmosphere
2.1: triethyl borane; oxygen; tri-n-butyl-tin hydride / toluene / 24 h / Air atmosphere
2.2: 0.33 h / -78 - 0 °C / Inert atmosphere
3.1: triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere
4.1: dichloro bis(acetonitrile) palladium(II); triphenyl-arsane; triethylamine / N,N-dimethyl-formamide / 16 h / 130 °C / Inert atmosphere
5.1: methanol; potassium carbonate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
6.1: n-butyllithium / tert-butyl methyl ether / 1.25 h / -90 - 0 °C / Inert atmosphere
6.2: 4.25 h / -90 °C / Inert atmosphere
6.3: -90 - 20 °C / Inert atmosphere
7.1: triphenylphosphine; diisopropyl-carbodiimide / tetrahydrofuran / 2.17 h / 0 - 20 °C / Inert atmosphere
With methanol; dichloro bis(acetonitrile) palladium(II); n-butyllithium; triethyl borane; triphenyl-arsane; dimethyl zinc(II); oxygen; tri-n-butyl-tin hydride; potassium carbonate; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; toluene; 4.1: Stille coupling / 7.1: Mitsunobu reaction;
DOI:10.1021/ol1030074
Guidance literature:
Multi-step reaction with 5 steps
1.1: triethylamine / dichloromethane / 16 h / 20 °C / Inert atmosphere
2.1: dichloro bis(acetonitrile) palladium(II); triphenyl-arsane; triethylamine / N,N-dimethyl-formamide / 16 h / 130 °C / Inert atmosphere
3.1: methanol; potassium carbonate / tetrahydrofuran / 24 h / 20 °C / Inert atmosphere
4.1: n-butyllithium / tert-butyl methyl ether / 1.25 h / -90 - 0 °C / Inert atmosphere
4.2: 4.25 h / -90 °C / Inert atmosphere
4.3: -90 - 20 °C / Inert atmosphere
5.1: triphenylphosphine; diisopropyl-carbodiimide / tetrahydrofuran / 2.17 h / 0 - 20 °C / Inert atmosphere
With methanol; dichloro bis(acetonitrile) palladium(II); n-butyllithium; triphenyl-arsane; potassium carbonate; triethylamine; triphenylphosphine; diisopropyl-carbodiimide; In tetrahydrofuran; dichloromethane; tert-butyl methyl ether; N,N-dimethyl-formamide; 2.1: Stille coupling / 5.1: Mitsunobu reaction;
DOI:10.1021/ol1030074
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