(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-one

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-one
CAS No.:439217-20-6
Molecular Formula:C₄₇H₆₈O₇SSi₂
Molecular Weight:833.29
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-one

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-one

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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-one

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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-one

There total 7 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-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: 73.0%

: 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

: 439217-20-6
(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-one

Guidance literature:: With N-methyl-2-indolinone; tetrapropylammonium perruthennate; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1016/j.tet.2003.03.003

Reference yield:

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

: 439217-20-6
(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-one

Guidance literature:: Multi-step reaction with 2 steps

1.1: LDA / tetrahydrofuran; hexane / 0.33 h / -78 °C

1.2: 81 percent / tetrahydrofuran; hexane / 0.42 h / -78 °C

2.1: 73 percent / NMO; TPAP / CH₂Cl₂ / 1.5 h / 20 °C

With N-methyl-2-indolinone; tetrapropylammonium perruthennate; lithium diisopropyl amide; In tetrahydrofuran; hexane; dichloromethane; 1.2: Julia coupling;
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

: 439217-20-6
(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-one

Guidance literature:: Multi-step reaction with 6 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

6.1: 73 percent / tetrapropylammonium perruthenate; 4-methylmorpholine N-oxide; molecular sieves / CH₂Cl₂ / 1.5 h / 20 °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