(2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

Base Information

Chemical Name:(2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol
CAS No.:319922-76-4
Molecular Formula:C₂₈H₅₄O₆Si₂
Molecular Weight:542.904
Hs Code.:

Synonyms:(2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

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Chemical Property of (2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

Chemical Property:

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Technology Process of (2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

There total 5 articles about (2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol 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:

: 228419-66-7
(2R,3R,4R)-4-(tert-butyldimethylsilanyloxy)-1-(4-methoxy-benzyloxy)-2,5-dimethyl-3-triethylsilanyloxy-hex-5-en

: (2R,3S,4R,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

: 319922-76-4
(2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

Guidance literature:: With methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; potassium osmate(VI); potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 0 ℃; for 21h;
DOI:10.1021/jo001236o

Reference yield:

: 160238-46-0
(2R)-3-(4-methoxybenzyloxy)-2-methyl-1-propanal

: 319922-76-4
(2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: MgBr₂*Et₂O / CH₂Cl₂ / 0.5 h / -25 °C

1.2: 93 percent / CH₂Cl₂ / -25 - 23 °C

2.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.83 h / -78 - -50 °C

3.1: (DHQD)2-phal; methanesulfonamide; K₂CO₃ / K₃Fe(CN)6; K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 21 h / 0 °C

With 2,6-dimethylpyridine; methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; magnesium bromide; potassium osmate(VI); potassium hexacyanoferrate(III); In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo001236o

Reference yield:

: 228419-55-4
(Z)-γ-(tert-butyldimethylsilanyloxy)methallyltributylstannane

: 319922-76-4
(2S,3S,4R,5R)-3-(tert-butyldimethylsilanyloxy)-6-(4-methoxy-benzyloxy)-2,5-dimethyl-4-triethylsilanyloxy-hexane-1,2-diol

Guidance literature:: Multi-step reaction with 3 steps

1.1: MgBr₂*Et₂O / CH₂Cl₂ / 0.5 h / -25 °C

1.2: 93 percent / CH₂Cl₂ / -25 - 23 °C

2.1: 92 percent / 2,6-lutidine / CH₂Cl₂ / 0.83 h / -78 - -50 °C

3.1: (DHQD)2-phal; methanesulfonamide; K₂CO₃ / K₃Fe(CN)6; K₂OsO₄*2H₂O / 2-methyl-propan-2-ol; H₂O / 21 h / 0 °C

With 2,6-dimethylpyridine; methanesulfonamide; potassium carbonate; 1,4-bis(9-O-dihydroquinidine)phthalazine; magnesium bromide; potassium osmate(VI); potassium hexacyanoferrate(III); In dichloromethane; water; tert-butyl alcohol;
DOI:10.1021/jo001236o