(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

Base Information

Chemical Name:(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol
CAS No.:444177-94-0
Molecular Formula:C₄₇H₇₀O₇SSi₂
Molecular Weight:835.306
Hs Code.:

(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

Synonyms:(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

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Chemical Property of (S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

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Technology Process of (S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

There total 5 articles about (S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol 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: 81.0%

: 314021-43-7
{5-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-3,6-dihydro-2H-pyran-2-yl]-pent-4-enyloxy}-tert-butyl-diphenyl-silane

: 444177-82-6
(S)-2-Methyl-5-triethylsilanyloxy-pentanal

: 444177-94-0
(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

Guidance literature:: {5-[6-(2-benzenesulfonyl-ethyl)-6-methoxy-3,6-dihydro-2H-pyran-2-yl]-pent-4-enyloxy}-tert-butyl-diphenyl-silane; With lithium diisopropyl amide; In tetrahydrofuran; hexane; at -78 ℃; for 0.333333h;

(S)-2-Methyl-5-triethylsilanyloxy-pentanal; In tetrahydrofuran; hexane; at -78 ℃; for 0.416667h;
DOI:10.1016/j.tet.2003.03.003

Reference yield:

: 175272-36-3
(4R)-4-Benzyl-3-[(2S)-2-methyl-4-pentenoyl]-1,3-oxazolidin-2-one

: 444177-94-0
(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: dithexylborane / tetrahydrofuran / 1 h / 0 °C

1.2: H₂O₂ / aq. phosphate buffer / 1.5 h

2.1: 74 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

3.1: 87 percent / lithium borohydride / methanol; tetrahydrofuran / 0.75 h / 0 - 20 °C

4.1: 96 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves / CH₂Cl₂ / 0.58 h

5.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

5.2: 81 percent / tetrahydrofuran / 0.42 h / -78 °C

With 2,6-dimethylpyridine; lithium borohydride; molecular sieve; tetrapropylammonium perruthennate; dithexyl borane⁽³⁾; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane; 5.2: Julia coupling;
DOI:10.1021/ol026033w

Reference yield:

: 444177-93-9
(S)-2-Methyl-5-triethylsilanyloxy-pentan-1-ol

: 444177-94-0
(S)-2-Benzenesulfonyl-1-{(2S,6S)-6-[(E)-5-(tert-butyl-diphenyl-silanyloxy)-pent-1-enyl]-2-methoxy-5,6-dihydro-2H-pyran-2-yl}-4-methyl-7-triethylsilanyloxy-heptan-3-ol

Guidance literature:: Multi-step reaction with 2 steps

1.1: 96 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves / CH₂Cl₂ / 0.58 h

2.1: lithium diisopropylamide / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 81 percent / tetrahydrofuran / 0.42 h / -78 °C

With molecular sieve; tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 2.2: Julia coupling;
DOI:10.1021/ol026033w