(4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Base Information

Chemical Name:(4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester
CAS No.:902480-53-9
Molecular Formula:C₄₃H₇₈O₈Si₂
Molecular Weight:779.259
Hs Code.:

(4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

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

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

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

There total 7 articles about (4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-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: 67.0%

: 902480-41-5
Propionic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

: 902480-52-8
(2R,3S,4R,5S,6S)-2-Methoxy-4,6-dimethyl-3-triisopropylsilanyloxy-5-trimethylsilanyloxy-oct-7-enal

: 902480-53-9
(4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Guidance literature:: Propionic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester; With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.583333h;

(2R,3S,4R,5S,6S)-2-Methoxy-4,6-dimethyl-3-triisopropylsilanyloxy-5-trimethylsilanyloxy-oct-7-enal; In tetrahydrofuran; at -78 ℃; for 4h;
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

: 902480-53-9
(4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-dec-9-enoic acid (1S,6S,7R)-6,7-dimethoxy-1-phenyl-non-8-enyl ester

Guidance literature:: Multi-step reaction with 5 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: triethylamine / CH₂Cl₂ / 3 h / 20 °C

3.1: 270 mg / LiBH₄ / tetrahydrofuran / 3 h / 20 °C

4.1: 54 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 2 h

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

5.2: 67 percent / tetrahydrofuran / 4 h / -78 °C

With pyridine; 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; 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

: 902480-53-9
(4S,5S,6R,7S,8S)-3-Hydroxy-4-methoxy-2,6,8-trimethyl-5-triisopropylsilanyloxy-7-trimethylsilanyloxy-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: 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: triethylamine / CH₂Cl₂ / 3 h / 20 °C

4.1: 270 mg / LiBH₄ / tetrahydrofuran / 3 h / 20 °C

5.1: 54 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 2 h

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

6.2: 67 percent / tetrahydrofuran / 4 h / -78 °C

With pyridine; 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; dichloromethane;
DOI:10.1021/ol060882s