(2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

Base Information

Chemical Name:(2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol
CAS No.:929883-07-8
Molecular Formula:C₄₄H₉₀O₇Si₄
Molecular Weight:843.536
Hs Code.:

Synonyms:(2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

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Chemical Property of (2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

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Technology Process of (2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

There total 5 articles about (2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol 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: 88.0%

: 929883-06-7
(5S,7R,9R,10R,11R,12S)-5-(benzyloxymethyl)-7,9-bis(tert-butyldimethylsilyloxy)-15,15-diethyl-11-(4-methoxybenzyloxy)-2,2,3,3,10,12-hexamethyl-4,14-dioxa-3,15-disilaheptadecane

: 929883-07-8
(2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

Guidance literature:: With hydrogen; palladium dihydroxide; In ethyl acetate; at 20 ℃; for 1.83333h; atmospheric pressure;
DOI:10.1002/anie.200603654

Reference yield:

: 929882-83-7
(R)-3-((2R,3S,4S,5R,7R,9S)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-3,5-dihydroxy-2,4-dimethyldecanoyl)-4-benzyloxazolidin-2-one

: 929883-07-8
(2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

Guidance literature:: Multi-step reaction with 6 steps

1: 94 percent / 2,6-lutidine / CH₂Cl₂ / 1 h / -5 °C

2: lithium borohydride / diethyl ether; H₂O / 1 h / 0 °C

3: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 14 h / 20 °C

4: 91 percent / BH₃*THF; Sc(OTf)3 / CH₂Cl₂; tetrahydrofuran / 1 h

5: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.42 h

6: 88 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1.83 h / 20 °C / atmospheric pressure

With 2,6-dimethylpyridine; lithium borohydride; borane-THF; hydrogen; pyridinium p-toluenesulfonate; scandium tris(trifluoromethanesulfonate); palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1002/anie.200603654

Reference yield:

: 929882-93-9
(R)-3-((2R,3S,4R,5R,7R,9S)-10-(benzyloxy)-5,7,9-tris(tert-butyldimethylsilyloxy)-3-hydroxy-2,4-dimethyldecanoyl)-4-benzyloxazolidin-2-one

: 929883-07-8
(2S,4R,6R,7R,8R,9S)-2,4,6-tris(tert-butyldimethylsilyloxy)-8-(4-methoxybenzyloxy)-7,9-dimethyl-10-(triethylsilyloxy)decan-1-ol

Guidance literature:: Multi-step reaction with 5 steps

1: lithium borohydride / diethyl ether; H₂O / 1 h / 0 °C

2: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 14 h / 20 °C

3: 91 percent / BH₃*THF; Sc(OTf)3 / CH₂Cl₂; tetrahydrofuran / 1 h

4: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.42 h

5: 88 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1.83 h / 20 °C / atmospheric pressure

With 2,6-dimethylpyridine; lithium borohydride; borane-THF; hydrogen; pyridinium p-toluenesulfonate; scandium tris(trifluoromethanesulfonate); palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate;
DOI:10.1002/anie.200603654