(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Base Information

Chemical Name:(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester
CAS No.:902480-57-3
Molecular Formula:C₅₂H₉₈O₈Si₃
Molecular Weight:935.602
Hs Code.:

(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Synonyms:(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

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Chemical Property of (4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

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Technology Process of (4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

There total 9 articles about (4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester 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%

: 902480-56-2
(4S,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

: 79271-56-0
triethylsilyl trifluoromethyl sulfonate

: 902480-57-3
(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; for 3h;
DOI:10.1021/ol060882s

Reference yield:

: 902480-49-3
(2S,3S,4R)-5-((R)-4-Benzyl-2-oxo-oxazolidin-3-yl)-4-methoxy-2-methyl-5-oxo-3-triisopropylsilanyloxy-pentanal

: 902480-57-3
(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Guidance literature:: Multi-step reaction with 6 steps

1.1: t-BuOK; n-BuLi; 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane / BF₃*OEt₂ / tetrahydrofuran / -78 - -40 °C

1.2: tetrahydrofuran / 5 h / -78 °C

2.1: 528 mg / triethylamine / CH₂Cl₂ / 3 h / 20 °C

3.1: 73 percent / lithium borohydride / tetrahydrofuran; methanol / 12 h / 20 °C

4.1: 65 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

5.1: LDA / tetrahydrofuran / 0.58 h / -78 °C

5.2: 70 percent / tetrahydrofuran / 4 h / -78 °C

6.1: 73 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

With lithium borohydride; n-butyllithium; 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; potassium tert-butylate; Dess-Martin periodane; triethylamine; lithium diisopropyl amide; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol060882s

Reference yield:

: 902480-48-2
(R)-4-Benzyl-3-[(2R,3S,4R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methoxy-4-methyl-3-triisopropylsilanyloxy-pentanoyl]-oxazolidin-2-one

: 902480-57-3
(4R,5S,6R,7S,8S)-7-(tert-Butyl-dimethyl-silanyloxy)-4-methoxy-2,6,8-trimethyl-3-triethylsilanyloxy-5-triisopropylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: 82 percent / PCC; MgSO₄; Celite / CH₂Cl₂ / 72 h / 20 °C

2.1: t-BuOK; n-BuLi; 2-isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane / BF₃*OEt₂ / tetrahydrofuran / -78 - -40 °C

2.2: tetrahydrofuran / 5 h / -78 °C

3.1: 528 mg / triethylamine / CH₂Cl₂ / 3 h / 20 °C

4.1: 73 percent / lithium borohydride / tetrahydrofuran; methanol / 12 h / 20 °C

5.1: 65 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h

6.1: LDA / tetrahydrofuran / 0.58 h / -78 °C

6.2: 70 percent / tetrahydrofuran / 4 h / -78 °C

7.1: 73 percent / triethylamine / CH₂Cl₂ / 3 h / 20 °C

With lithium borohydride; n-butyllithium; 2-Isopropoxy-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; Celite; potassium tert-butylate; magnesium sulfate; Dess-Martin periodane; triethylamine; pyridinium chlorochromate; lithium diisopropyl amide; boron trifluoride diethyl etherate; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ol060882s