(2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

Base Information

Chemical Name:(2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal
CAS No.:299938-98-0
Molecular Formula:C₄₀H₆₆O₆Si₂
Molecular Weight:699.131
Hs Code.:

Synonyms:(2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

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Chemical Property of (2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

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Technology Process of (2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

There total 3 articles about (2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal 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: 64.0%

: 299938-95-7
1-[(1R,3S)-1-((R)-1-Benzyloxy-2-phenylsulfanyl-2-trimethylsilanyloxy-ethyl)-3-(tert-butyl-dimethyl-silanyloxy)-2,2-dimethyl-5-triisopropylsilanyloxy-hex-5-enyloxymethyl]-4-methoxy-benzene

: 299938-98-0
(2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

Guidance literature:: With tetrabutyl ammonium fluoride; copper dichloride; In tetrahydrofuran; at -78 ℃;
DOI:10.1246/cl.2000.932

Reference yield:

: (2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-oxo-octanal

: 299938-98-0
(2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

Guidance literature:: Multi-step reaction with 3 steps

1: 61 percent / AgClO₄; TMSCl / toluene / -78 °C

2: 66 percent / iPr₂NEt / 0 - 20 °C

3: 64 percent / CuCl₂; tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / -78 °C

With chloro-trimethyl-silane; tetrabutyl ammonium fluoride; silver perchlorate; N-ethyl-N,N-diisopropylamine; copper dichloride; In tetrahydrofuran; toluene; 1: Addition / 2: silylation / 3: deacetalation;
DOI:10.1246/cl.2000.932

Reference yield:

: 299938-92-4
(4S,6R,7R)-7-Benzyloxy-4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-5,5-dimethyl-8-phenylsulfanyl-8-trimethylsilanyloxy-octan-2-one

: 299938-98-0
(2R,3R,5S)-2-Benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-3-(4-methoxy-benzyloxy)-4,4-dimethyl-7-triisopropylsilanyloxy-oct-7-enal

Guidance literature:: Multi-step reaction with 2 steps

1: 66 percent / iPr₂NEt / 0 - 20 °C

2: 64 percent / CuCl₂; tetrabutylammonium fluoride (TBAF) / tetrahydrofuran / -78 °C

With tetrabutyl ammonium fluoride; N-ethyl-N,N-diisopropylamine; copper dichloride; In tetrahydrofuran; 1: silylation / 2: deacetalation;
DOI:10.1246/cl.2000.932