(1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Base Information

• Chemical Name: (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester
• CAS No.: 925453-68-5
• Molecular Formula: C₄₈H₆₈O₁₅
• Molecular Weight: 885.059
• Mol file: 925453-68-5.mol

Synonyms:(1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Chemical Property of (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester

There total 2 articles about (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester 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:

tri-tert-butyl [1S,1-(4S,5R),3S,4S,5R,6R,7R]-1-(4-acetoxy-5-methyl-6-phenyl-2-hexenyl)-6-benzyloxy-7-(tert-butoxycarbonyl)oxy-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate (644981-57-7) → (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester (925453-68-5)

Guidance literature:

With hydrogen; Pd-BaSO₄; In ethyl acetate; for 10h;

DOI:10.1002/anie.200352629

Reference yield:

tri-tert-butyl [1S,1-(4S,5R),3S,4S,5R,6R,7R]-1-(4-acetoxy-5-methyl-6-phenyl-2-hexenyl)-6-benzyloxy-7-(tert-butoxycarbonyl)oxy-4-hydroxy-2,8-dioxabicyclo[3.2.1]octane-3,4,5-tricarboxylate → (1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester (925453-68-5)

Guidance literature:

With hydrogen; Pd-BaSO₄; In ethyl acetate; for 10h; under 760 Torr;

DOI:10.1002/chem.200601212

Reference yield:

(1S,3S,4S,5R,6R,7R)-1-((4R,5R)-4-Acetoxy-5-methyl-6-phenyl-hexyl)-6-benzyloxy-7-tert-butoxycarbonyloxy-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid tri-tert-butyl ester (925453-68-5) → 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 (171190-04-8)

Guidance literature:

With hydrogen; palladium dihydroxide; In ethyl acetate; for 1h;

DOI:10.1002/anie.200352629

upstream raw materials:

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

Downstream raw materials:

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

(+)-zaragozic acid

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