(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one

Base Information

• Chemical Name: (2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one
• CAS No.: 857468-82-7
• Molecular Formula: C₄₈H₅₈O₁₃Si
• Molecular Weight: 871.066
• Mol file: 857468-82-7.mol

Synonyms:(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one

Chemical Property of (2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one

There total 1 articles about (2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-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:

(4R,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-4,5-dihydroxy-hex-2-en-1-one (857468-79-2) + acetic anhydride (108-24-7) → (2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one (857468-82-7) + (2S,3R,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one

Guidance literature:

(4R,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-4,5-dihydroxy-hex-2-en-1-one; With 4-methylmorpholine N-oxide; osmium(VIII) oxide; In acetone; tert-butyl alcohol; at 0 ℃; for 12h;

acetic anhydride; With pyridine; dmap; In dichloromethane; for 3h;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield: 90.0%

(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one (857468-82-7) + methanol (67-56-1) → (1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate (857468-85-0)

Guidance literature:

With hydrogenchloride; at 20 ℃; for 0.166667h;

DOI:10.1016/j.tetlet.2005.04.073

Reference yield:

(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one (857468-82-7) → 1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactofuranose (857468-91-8) + 1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactopyranose (857468-88-3)

Guidance literature:

(2R,3S,4S,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-2,3,4,5-tetraacetoxy-hexane-1-one; With hydrogenchloride; In methanol; at 20 ℃; for 0.166667h;

With lithium hydroxide; In methanol; at 20 ℃; for 1h;

With hydrogenchloride; In methanol; at 20 ℃; for 2h;

DOI:10.1016/j.tetlet.2005.04.073

upstream raw materials:

(4R,5R)-6-benzyloxy-1-[2,4-bis-benzyloxy-6-(tert-butyl-dimethyl-silanyloxymethyl)-phenyl]-4,5-dihydroxy-hex-2-en-1-one

acetic anhydride

Downstream raw materials:

1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactofuranose

1,1-anhydro-1-C-[2-(benzyloxymethyl)-4,6-dibenzyloxyphenyl]-β-D-galactopyranose

(1R,2S,3S,4R)-1-(5,7-bis(benzyloxy)-1,3-dihydro-1-methoxyisobenzofuran-1-yl)-5-(benzyloxy)pentane-1,2,3,4-tetraacetate