[(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane

Base Information

• Chemical Name: [(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane
• CAS No.: 887927-14-2
• Molecular Formula: C₃₅H₄₆O₃Si
• Molecular Weight: 542.834
• Mol file: 887927-14-2.mol

Synonyms:[(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane

Chemical Property of [(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane

There total 1 articles about [(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane 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: 55.0%

6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-one (500208-43-5) + allylmagnesium bromide (1730-25-2) → [(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane (887927-14-2)

Guidance literature:

6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-one; allylmagnesium bromide; In tetrahydrofuran; at -78 ℃; for 1.5h;

With N-tris(hydroxymethyl)methyl-2-aminoethanesulfonic acid; trifluoroacetic acid; In dichloromethane; at -30 ℃; for 1.5h;

DOI:10.1055/s-0033-1338860

Reference yield: 94.0%

[(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane (887927-14-2) → 3-{(2R,6S)-6-[(S)-4-Benzyloxy-2-(tert-butyl-diphenyl-silanyloxy)-butyl]-tetrahydro-pyran-2-yl}-propane-1,2-diol

Guidance literature:

With hydroquinindine-2,5-diphenyl-4,6-pyrimidinediyl diether; potassium dioxotetrahydroxoosmate(VI); potassium carbonate; potassium hexacyanoferrate(III); In water; tert-butyl alcohol; at 4 ℃; for 42h;

DOI:10.1021/ol060457z

Reference yield: 87.0%

[(S)-1-((2S,6R)-6-Allyl-tetrahydro-pyran-2-ylmethyl)-3-benzyloxy-propoxy]-tert-butyl-diphenyl-silane (887927-14-2) → [(2R,6S)-6-(4-(benzyloxy)-2-{[tert-butyl(diphenyl)silyl]oxy}butyl)tetrahydro-2H-pyran-2-yl]acetaldehyde

Guidance literature:

With 2,6-dimethylpyridine; potassium osmate(VI) dihydrate; sodium periodate; In 1,4-dioxane; water; at 20 ℃; for 15h; Inert atmosphere;

DOI:10.1055/s-0033-1338860

upstream raw materials:

6-[4-benzyloxy-2-(tert-butyldiphenylsilanyloxy)-butyl]-tetrahydropyran-2-one

allylmagnesium bromide

Downstream raw materials:

(S)-3-(tert-Butyl-diphenyl-silanyloxy)-4-[(2S,6R)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-butan-1-ol

(R)-3-(tert-Butyl-diphenyl-silanyloxy)-4-[(2S,6R)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-yl]-butyric acid

{(S)-3-Benzyloxy-1-[(2S,6R)-6-((R)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-tetrahydro-pyran-2-ylmethyl]-propoxy}-tert-butyl-diphenyl-silane

C₆₂H₉₆O₁₄Si₂