(5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

Base Information

Chemical Name:(5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one
CAS No.:1120309-23-0
Molecular Formula:C₅₂H₆₀O₇Si
Molecular Weight:825.13
Hs Code.:

Synonyms:(5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

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Chemical Property of (5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

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Technology Process of (5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

There total 33 articles about (5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one 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: 75.0%

: 1120309-21-8
(E)-(1S,4R,5R)-1-((E)-(S)-4-allyloxy-1-ethylbut-2-enyl)-7-( tert-butyldiphenylsilanyloxy)-4-hydroxy-5-methoxymethoxy-4-(2-trityloxyethyl)hept-2-en-1-yl acrylate

: 1120309-23-0
(5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

: 1120309-54-7
C₅₄H₆₄O₇Si

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 2h; Reflux;
DOI:10.1021/ol8029142

Reference yield:

: 1120309-21-8
(E)-(1S,4R,5R)-1-((E)-(S)-4-allyloxy-1-ethylbut-2-enyl)-7-( tert-butyldiphenylsilanyloxy)-4-hydroxy-5-methoxymethoxy-4-(2-trityloxyethyl)hept-2-en-1-yl acrylate

: 1120309-23-0
(5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

Guidance literature:: With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; In dichloromethane; for 20h; Reflux;
DOI:10.1021/ol8029142

Reference yield:

: 1120309-08-1
1-(tert-butyldiphenylsilanyloxy)-6-(trityloxy)hex-4-yn-3-one

: 1120309-23-0
(5S,6S)-6-[(E)-(3R,4R)-6-(tert-butyldiphenylsilanyloxy)-3-hydroxy-4-methoxymethoxy-3-(2-trityloxyethyl)hex-1-en-1-yl]-5-ethyl-5,6-dihydropyran-2-one

Guidance literature:: Multi-step reaction with 8 steps

1.1: (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); isopropyl alcohol / dichloromethane / 1.5 h / 20 °C

2.1: copper(l) iodide; triethylamine / tetrahydrofuran / 0 °C / Reflux

3.1: sodium hydroxide; water / tetrahydrofuran / 2.5 h / 20 °C

3.2: 20 °C

4.1: dmap; N-ethyl-N,N-diisopropylamine; sodium iodide / dichloromethane / 0 - 20 °C

5.1: isopropylmagnesium chloride / tetrahydrofuran; diethyl ether / -20 - 0 °C

5.2: 1.5 h / -20 °C

6.1: sodium bis(2-methoxyethoxy)aluminium dihydride / diethyl ether; toluene / 6 h / 0 °C

7.1: dmap; N-ethyl-N,N-diisopropylamine / dichloromethane / -78 °C

7.2: 2 h / -78 °C

8.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 20 h / Reflux

With tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; dmap; sodium hydroxide; copper(l) iodide; (1S,2S)-(+)-N-tosyl-1,2-diphenylethane-1,2-diamine[η6-1-isopropyl-4-methylbenzene]-ruthenium(II); water; isopropylmagnesium chloride; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; isopropyl alcohol; sodium iodide; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;
DOI:10.1021/ol8029142