(1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane

Base Information

• Chemical Name: (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane
• CAS No.: 156661-55-1
• Molecular Formula: C₃₆H₅₄O₁₃
• Molecular Weight: 694.817

Synonyms:(1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane

Chemical Property of (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane

Chemical Property:

Purity/Quality:

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Technology Process of (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane

There total 79 articles about (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane 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: 100.0%

6-Desacylzaragozic acid C-7-(methylmethoxyethyl)-3,4,5-tri-tert-butyl ester (156767-43-0) → (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane (156661-55-1)

Guidance literature:

With air; In chloroform-d1; at 25 ℃; for 72h;

DOI:10.1021/jo00087a054

Reference yield: 94.0%

tri(tert-butyl) [1S,1(4R,5R),3S,4S,5R,6R,7R]-6,7-diacetoxy-1-(4-acetoxy-5-methyl-6-phenylhexyl)-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate (164215-53-6) → (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane (156661-55-1)

Guidance literature:

With potassium carbonate; In methanol; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2005.09.030

Reference yield: 75.0%

(1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-6,7-bis(benzoyloxy)-3,4,5-tris(2,2-dimethylpropionyl)-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane (208338-39-0) → (1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-3,4,5-tris(2,2-dimethylpropionyl)-4,6,7-trihydroxy-2,8-dioxabicyclo[3.2.1]octane (156661-55-1)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/S0040-4039(98)00485-7

upstream raw materials:

6-Desacylzaragozic acid C-7-(methylmethoxyethyl)-3,4,5-tri-tert-butyl ester

tri(tert-butyl) [1S,1(4R,5R),3S,4S,5R,6R,7R]-6,7-diacetoxy-1-(4-acetoxy-5-methyl-6-phenylhexyl)-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate

(1S,3S,4S,5R,6R,7R,4'R,5'R)-1-[4'-acetoxy-5'-methyl-6'-phenylhex-1'-yl]-6,7-bis(benzoyloxy)-3,4,5-tris(2,2-dimethylpropionyl)-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane

2-tert-butyl-1,3-diisopropylisourea

Downstream raw materials:

Zaragozic acid C 3,4,5-tris-tert-butyl ester

tri(tert-butyl) [1S,1(4R,5R),3S,4S,5R,6R,6(4E,6R),7R]-1-(4-acetoxy-5-methyl-6-phenylhexyl)-7-(tert-butoxycarbonyloxy)-4-hydroxy-6-(6-methyl-9-phenyl-4-nonenoyl)-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate

(+)-zaragozic acid

tri(tert-butyl) [1S,1(4R,5R),3S,4S,5R,6R,7R]-1-(4-acetoxy-5-methyl-6-phenylhexyl)-7-(tert-butoxycarbonyl)oxy-4,6-dihydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate

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