(1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

Base Information

Chemical Name:(1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene
CAS No.:121330-25-4
Molecular Formula:C₃₃H₄₄O₄Si
Molecular Weight:532.795
Hs Code.:

Synonyms:(1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

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Chemical Property of (1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

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Technology Process of (1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

There total 8 articles about (1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene 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: 88.0%

: 121330-24-3
(1R,2R,3S,4S,1'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(1'-acetoxy-2'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

: 121330-25-4
(1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

Guidance literature:: With dichloro bis(acetonitrile) palladium(II); In tetrahydrofuran; for 24h; Ambient temperature;
DOI:10.1021/jo00275a022

Reference yield:

: 68940-38-5,70145-00-5,72778-27-9,98717-79-4,98717-82-9,98717-83-0,98718-13-9,110013-05-3,110013-06-4
exo-4.7-Epoxy-1.3.3a.4.7.7a-hexahydroisobenzofuran-1-ol

: 121330-25-4
(1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / tetrahydrofuran / 1 h / Ambient temperature

2: 84 percent / sodium bis(methoxyethoxy)aluminum hydride / diethyl ether; toluene / 20 °C

3: 81 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

4: 96 percent / triethylamine, (dimethylamino)pyridine / CH₂Cl₂ / 3 h / Ambient temperature

5: 88 percent / bis(acetonitrile)palladium(II) chloride / tetrahydrofuran / 24 h / Ambient temperature

With 1H-imidazole; dmap; dichloro bis(acetonitrile) palladium(II); triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00275a022

Reference yield:

: 61307-38-8
1-heptynylmagnesium bromide

: 121330-25-4
(1R,2R,3R,4S,3'S)-2-exo-<(tert-butyldiphenylsilyl)oxy>-3-exo-(3'-acetoxy-1'(E)-octen-1'-yl)-7-oxabicyclol<2.2.1>hept-5-ene

Guidance literature:: Multi-step reaction with 5 steps

1: 59 percent / tetrahydrofuran / 1 h / Ambient temperature

2: 84 percent / sodium bis(methoxyethoxy)aluminum hydride / diethyl ether; toluene / 20 °C

3: 81 percent / imidazole / dimethylformamide / 0.5 h / Ambient temperature

4: 96 percent / triethylamine, (dimethylamino)pyridine / CH₂Cl₂ / 3 h / Ambient temperature

5: 88 percent / bis(acetonitrile)palladium(II) chloride / tetrahydrofuran / 24 h / Ambient temperature

With 1H-imidazole; dmap; dichloro bis(acetonitrile) palladium(II); triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1021/jo00275a022