[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

Base Information

Chemical Name:[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester
CAS No.:647014-95-7
Molecular Formula:C₃₁H₅₉O₉PSi₂
Molecular Weight:662.949
Hs Code.:

[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

Synonyms:[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

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Chemical Property of [(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

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Technology Process of [(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

There total 1 articles about [(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-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:

: 400737-43-1
(2R,3S,4R,5R,7R)-5-(tert-Butyl-dimethyl-silanyloxy)-3-hydroxy-8-methoxy-7-(4-methoxy-benzyloxy)-2,4-dimethyl-octanoic acid methoxy-methyl-amide

: 647014-95-7
[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

Guidance literature:: Multi-step reaction with 2 steps

1.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0.75 h / 0 °C

2.1: n-BuLi / tetrahydrofuran; hexane / 0.5 h / -78 °C

2.2: 86 percent / tetrahydrofuran; hexane / 0.08 h / -78 °C

With 2,6-dimethylpyridine; n-butyllithium; In tetrahydrofuran; hexane; dichloromethane;
DOI:10.1021/ja030496v

Reference yield: 97.0%

: 647014-95-7
[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

: 647014-96-8
[(3R,4S,5R,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-4-hydroxy-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-nonyl]-phosphonic acid dimethyl ester

Guidance literature:: With methanol; camphor-10-sulfonic acid; In dichloromethane; at 30 ℃; for 2h;
DOI:10.1021/ja030496v

Reference yield:

: 647014-95-7
[(3R,4S,5S,6R,8R)-6-(tert-Butyl-dimethyl-silanyloxy)-9-methoxy-8-(4-methoxy-benzyloxy)-3,5-dimethyl-2-oxo-4-trimethylsilanyloxy-nonyl]-phosphonic acid dimethyl ester

: (2R,4R,5R,6S,7R,9R,10R,12S,13S)-4,13-Bis-(tert-butyl-dimethyl-silanyloxy)-6,9,10-trihydroxy-1,12-dimethoxy-2-(4-methoxy-benzyloxy)-5,7-dimethyl-octadec-16-yn-8-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 97 percent / camphorsulfonic acid; methanol / CH₂Cl₂ / 2 h / 30 °C

2.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 0 - 25 °C

3.1: Ba(OH)2 / tetrahydrofuran / 0.5 h / 25 °C

3.2: 68 percent / tetrahydrofuran; H₂O / 0.5 h / 0 - 25 °C

4.1: K₃Fe(CN)6; aq. K₂CO₃; NaHCO₃ / (DHQ)2PHAL; methamesulfonamide / 2-methyl-propan-2-ol / 16 h / 0 °C

With 2,6-dimethylpyridine; methanol; barium dihydroxide; camphor-10-sulfonic acid; sodium hydrogencarbonate; potassium carbonate; potassium hexacyanoferrate(III); Hydroquinone 1,4-phthalazinediyl diether; methamesulfonamide; In tetrahydrofuran; dichloromethane; tert-butyl alcohol; 3.2: Horner-Wadsworth-Emmons coupling;
DOI:10.1021/ja030496v