(2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one

Base Information

• Chemical Name: (2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one
• CAS No.: 732247-37-9
• Molecular Formula: C₃₂H₄₂O₄Si
• Molecular Weight: 518.769

Synonyms:(2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one

Chemical Property of (2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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Technology Process of (2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one

There total 2 articles about (2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one 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: 79.0%

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal (92817-88-4) + (S)-2-benzyloxy-3-pentanone (132489-33-9) → (2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one (732247-37-9)

Guidance literature:

(S)-2-benzyloxy-3-pentanone; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1.5h;

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 0.75h;

DOI:10.1055/s-2004-831332

Reference yield:

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal (92817-88-4) + (S)-2-benzyloxy-3-pentanone (132489-33-9) → (2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one (732247-37-9) + (2S,4S,5R,6R)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one (732247-32-4)

Guidance literature:

(S)-2-benzyloxy-3-pentanone; With titanium tetrachloride; N-ethyl-N,N-diisopropylamine; In dichloromethane; at -78 ℃; for 1.5h;

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal; With titanium tetrachloride; In dichloromethane; at -78 ℃; for 0.5h; Further stages.;

DOI:10.1016/j.tetlet.2004.05.077

Reference yield: 96.0%

(2S,4S,5R,6S)-2-Benzyloxy-7-(tert-butyl-diphenyl-silanyloxy)-5-hydroxy-4,6-dimethyl-heptan-3-one (732247-37-9) → (2S,3S,4R,5S)-2-((S)-1-Benzyloxy-ethyl)-3,5-dimethyl-tetrahydro-pyran-2,4-diol

Guidance literature:

With tetrabutyl ammonium fluoride; acetic acid; In tetrahydrofuran; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2004.05.077

upstream raw materials:

(2S)-3-{[tert-butyl(diphenyl)silyl]oxy}-2-methylpropanal

(S)-2-benzyloxy-3-pentanone

Downstream raw materials:

{(S)-2-[(4R,5S,6R)-6-((S)-1-Benzyloxy-ethyl)-2,2,5-trimethyl-[1,3]dioxan-4-yl]-propoxy}-tert-butyl-diphenyl-silane

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