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methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate

Base Information
  • Chemical Name:methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate
  • CAS No.:1132969-98-2
  • Molecular Formula:C45H68O8Si
  • Molecular Weight:765.116
  • Hs Code.:
methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate

Synonyms:methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate

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Chemical Property of methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate
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Technology Process of methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate

There total 30 articles about methyl (2Z,4E,6R,7S,8S,10E,12E,14S,15R,16S,17R,18S,19S)-19-(tert-butyldiphenylsilyloxy)-7,15,17-trihydroxy-2,14-dimethoxy-4,6,8,10,16,18-hexamethylicosa-2,4,10,12-tetraenoate 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:
(2Z,4E,6R,7S,8S,10E,12E,14S)-methyl 14-((4R,5S,6R)-6-((2S,3S)-3-(tert-butyldiphenylsilyloxy)butan-2-yl)-2,2,5-trimethyl-1,3-dioxan-4-yl)-7-(formyloxy)-2,14-dimethoxy-4,6,8,10-tetramethyltetradeca-2,4,10,12-tetraenoate; With methanol; camphor-10-sulfonic acid; at 20 ℃; for 0.366667h; Inert atmosphere;
With methanol; potassium carbonate; at 20 ℃; for 0.333333h; Inert atmosphere;
DOI:10.1002/anie.200804645
Guidance literature:
Multi-step reaction with 17 steps
1.1: lithium borohydride / tetrahydrofuran; diethyl ether; ethanol / 4.5 h / 0 - 20 °C / Inert atmosphere
2.1: 2,2,6,6-tetramethyl-piperidine-N-oxyl; potassium bromide / dichloromethane / 0 °C / pH 8.6 / aq. buffer
2.2: 0.42 h / 0 °C
3.1: hydroxylamine hydrochloride / pyridine; ethanol / 12.5 h / 20 °C / Inert atmosphere
4.1: dichloromethane / -78 °C / Inert atmosphere
4.2: 0 - 20 °C / Inert atmosphere
5.1: toluene-4-sulfonic acid / methanol / 1.75 h / 20 °C / Inert atmosphere
6.1: pyridine / dichloromethane / 0.17 h / -78 - 0 °C / Inert atmosphere
7.1: hydrogen; boric acid / methanol; water / 3 h / 20 °C
8.1: acetic acid; tetramethylammonium triacetoxyborohydride / acetonitrile / 118 h / -10 - -5 °C / Inert atmosphere
9.1: toluene-4-sulfonic acid / 0.33 h / 20 °C / Inert atmosphere
10.1: lithium hydroxide / tetrahydrofuran; methanol; water / 0.42 h / 20 °C
11.1: sodium periodate / chloroform / 0.47 h / 20 °C / Inert atmosphere
12.1: (-)-N-methylephedrine; zinc trifluoromethanesulfonate; N-ethyl-N,N-diisopropylamine / toluene / 35 h / 20 °C / Inert atmosphere
12.2: 17 h / 20 °C / Inert atmosphere
13.1: tris(acetonitrile)pentamethylcyclopentadienyl-ruthenium(I) hexafluorophosphate; Triethoxysilane / dichloromethane / 0 - 20 °C / Inert atmosphere
13.2: 0 - 20 °C / Inert atmosphere
14.1: tetrahydrofuran; N,N-dimethyl-formamide / 0 - 20 °C / Inert atmosphere
15.1: pyridine hydrogenfluoride / tetrahydrofuran / 0 - 20 °C / Inert atmosphere
16.1: dmap / dichloromethane / 20 °C / Inert atmosphere
16.2: 0.25 h / 20 °C / Inert atmosphere
17.1: CSA / methanol / 20 °C / Inert atmosphere
17.2: Inert atmosphere
With pyridine; dmap; 2,2,6,6-tetramethyl-piperidine-N-oxyl; sodium periodate; lithium borohydride; Triethoxysilane; tris(acetonitrile)pentamethylcyclopentadienyl-ruthenium(I) hexafluorophosphate; (-)-N-methylephedrine; hydroxylamine hydrochloride; hydrogen; boric acid; zinc trifluoromethanesulfonate; toluene-4-sulfonic acid; pyridine hydrogenfluoride; acetic acid; N-ethyl-N,N-diisopropylamine; potassium bromide; lithium hydroxide; tetramethylammonium triacetoxyborohydride; In tetrahydrofuran; pyridine; methanol; diethyl ether; ethanol; dichloromethane; chloroform; water; N,N-dimethyl-formamide; toluene; acetonitrile;
DOI:10.1002/chem.201102797
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