(2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

Base Information

Chemical Name:(2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione
CAS No.:929882-82-6
Molecular Formula:C₄₁H₆₅NO₈Si₂
Molecular Weight:756.14
Hs Code.:

Synonyms:(2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

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Chemical Property of (2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

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Technology Process of (2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

There total 1 articles about (2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione 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:

: 60656-87-3
benzyloxyacetoaldehyde

: 18162-48-6
tert-butyldimethylsilyl chloride

: 101712-01-0,141423-22-5,141423-21-4
(R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-2-methylpentane-1,3-dione

: 146431-18-7
(Z)-1,3-bis(trimethylsiloxy)-1-tert-butoxybuta-1,3-diene

: 929882-82-6
(2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

: (2R)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

Guidance literature:: Multistep reaction.;
DOI:10.1002/anie.200603654

Reference yield: 77.0%

: 929882-82-6
(2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

: 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

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

Guidance literature:: With acetic acid; tetramethylammonium triacetoxyborohydride; In acetonitrile; at -20 - 0 ℃; for 15h;
DOI:10.1002/anie.200603654

Reference yield:

: 929882-82-6
(2R,4S,5R,7R,9S)-1-((R)-4-benzyl-2-oxooxazolidin-3-yl)-10-(benzyloxy)-7,9-bis(tert-butyldimethylsilyloxy)-5-hydroxy-2,4-dimethyldecane-1,3-dione

: 1026559-05-6
C₇₃H₁₂₉NO₉Si₆

Guidance literature:: Multi-step reaction with 9 steps

1: 77 percent / tetramethylammonium triacetoxyborohydride; acetic acid / acetonitrile / 15 h / -20 - 0 °C

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

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

4: 94 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 14 h / 20 °C

5: 91 percent / BH₃*THF; Sc(OTf)3 / CH₂Cl₂; tetrahydrofuran / 1 h

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

7: 88 percent / hydrogen / Pd(OH)2/C / ethyl acetate / 1.83 h / 20 °C / atmospheric pressure

8: 85 percent / pyridine; Dess-Martin periodinane / CH₂Cl₂ / 1.5 h / 20 °C

9: potassium hexamethyldisilazide / tetrahydrofuran / 2 h / -78 - 20 °C

With pyridine; 2,6-dimethylpyridine; lithium borohydride; borane-THF; hydrogen; pyridinium p-toluenesulfonate; potassium hexamethylsilazane; Dess-Martin periodane; acetic acid; tetramethylammonium triacetoxyborohydride; scandium tris(trifluoromethanesulfonate); palladium dihydroxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; acetonitrile;
DOI:10.1002/anie.200603654