((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

Base Information

Chemical Name:((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester
CAS No.:869382-29-6
Molecular Formula:C₃₀H₅₇O₈PSi₂
Molecular Weight:632.923
Hs Code.:

((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

Synonyms:((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

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Chemical Property of ((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

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Technology Process of ((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

There total 10 articles about ((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl 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: 96.0%

: 869382-53-6
(2R,3S,4S,5R,7R)-7-Benzyloxy-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-8-methoxy-2,4-dimethyl-5-triethylsilanyloxy-3-trimethylsilanyloxy-octan-1-one

: 756-79-6
dimethyl methane phosphonate

: 869382-29-6
((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

Guidance literature:: dimethyl methane phosphonate; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 1h;

(2R,3S,4S,5R,7R)-7-Benzyloxy-1-((S)-4-benzyl-2-thioxo-thiazolidin-3-yl)-8-methoxy-2,4-dimethyl-5-triethylsilanyloxy-3-trimethylsilanyloxy-octan-1-one; In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1021/ja0549289

Reference yield:

: ((R)-1-Methoxymethyl-but-3-enyloxymethyl)-benzene

: 869382-29-6
((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 7 steps

1.1: OsO₄; NMO / tetrahydrofuran; H₂O / 15 h

1.2: 60 percent / aq. NaIO₄ / tetrahydrofuran

2.1: TiCl₄ / CH₂Cl₂ / 0.33 h / cooling

2.2: (-)-sparteine / CH₂Cl₂ / 0.33 h / cooling

2.3: 90 percent / CH₂Cl₂; 1-methyl-pyrrolidin-2-one / 14 h / -30 °C

3.1: 97 percent / 2,6-lutidine / CH₂Cl₂ / 0.08 h / 0 °C

4.1: 86 percent / i-Bu₂AlH / CH₂Cl₂; heptane / -78 °C

5.1: TiCl₄ / CH₂Cl₂ / 0.33 h / cooling

5.2: i-Pr₂NEt / CH₂Cl₂ / 0.33 h / cooling

5.3: 62 percent / CH₂Cl₂ / 13 h / -30 °C

6.1: 79 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 0 °C

7.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

7.2: 96 percent / tetrahydrofuran; hexane / 2 h / -78 °C

With 2,6-dimethylpyridine; dmap; osmium(VIII) oxide; n-butyllithium; N-methyl-2-indolinone; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; In tetrahydrofuran; hexane; n-heptane; dichloromethane; water;
DOI:10.1021/ja0549289

Reference yield:

: 869382-31-0
(2S,3R,5R)-5-Benzyloxy-6-methoxy-2-methyl-3-triethylsilanyloxy-hexanal

: 869382-29-6
((3R,4S,5S,6R,8R)-8-Benzyloxy-9-methoxy-3,5-dimethyl-2-oxo-6-triethylsilanyloxy-4-trimethylsilanyloxy-nonyl)-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: TiCl₄ / CH₂Cl₂ / 0.33 h / cooling

1.2: i-Pr₂NEt / CH₂Cl₂ / 0.33 h / cooling

1.3: 62 percent / CH₂Cl₂ / 13 h / -30 °C

2.1: 79 percent / Et₃N; DMAP / CH₂Cl₂ / 1.5 h / 0 °C

3.1: BuLi / tetrahydrofuran; hexane / 1 h / -78 °C

3.2: 96 percent / tetrahydrofuran; hexane / 2 h / -78 °C

With dmap; n-butyllithium; titanium tetrachloride; triethylamine; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja0549289