Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Base Information

• Chemical Name: Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester
• CAS No.: 171189-97-2
• Molecular Formula: C₄₁H₆₈O₁₁Si₂
• Molecular Weight: 793.155

Synonyms:Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Chemical Property of Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Chemical Property:

Purity/Quality:

Safty Information:

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Technology Process of Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

There total 4 articles about Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl 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:

Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester (164215-44-5) → Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester (171189-97-2)

Guidance literature:

With hydrogen; palladium on activated charcoal; In pyridine; at 23 ℃; for 4.5h; under 760 Torr;

DOI:10.1021/ja00136a008

Reference yield:

(1S,3R,4S,5R,6R,7R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethynyl-1-((4R,5R)-4-hydroxy-5-methyl-6-phenyl-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-4,6,7-triol (164215-43-4) → Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester (171189-97-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 94 percent / 4-DMAP / CH₂Cl₂ / 12 h

2: 115 mg / H₂ / 5percent Pd/C / pyridine / 4.5 h / 23 °C / 760 Torr

With dmap; hydrogen; palladium on activated charcoal; In pyridine; dichloromethane;

DOI:10.1021/ja00136a008

Reference yield:

2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester (164215-42-3) → Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester (171189-97-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 84 percent / Dibal-H / CH₂Cl₂; toluene / 5.5 h / -78 - -5 °C

2: 94 percent / 4-DMAP / CH₂Cl₂ / 12 h

3: 115 mg / H₂ / 5percent Pd/C / pyridine / 4.5 h / 23 °C / 760 Torr

With dmap; hydrogen; diisobutylaluminium hydride; palladium on activated charcoal; In pyridine; dichloromethane; toluene;

DOI:10.1021/ja00136a008

upstream raw materials:

Acetic acid (1S,3R,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

(1S,3R,4S,5R,6R,7R)-3,5-Bis-(tert-butyl-dimethyl-silanyloxymethyl)-4-ethynyl-1-((4R,5R)-4-hydroxy-5-methyl-6-phenyl-hexyl)-2,8-dioxa-bicyclo[3.2.1]octane-4,6,7-triol

2,2-Dimethyl-propionic acid (1S,3R,4S,5R,6R,7R)-3,5-bis-(tert-butyl-dimethyl-silanyloxymethyl)-7-(2,2-dimethyl-propionyloxy)-1-[(4R,5R)-4-(2,2-dimethyl-propionyloxy)-5-methyl-6-phenyl-hexyl]-4-ethynyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Downstream raw materials:

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

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

Acetic acid (1S,3S,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,4,5-triformyl-4-hydroxy-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

Acetic acid (1S,3S,4S,5R,6R,7R)-7-acetoxy-1-((4R,5R)-4-acetoxy-5-methyl-6-phenyl-hexyl)-3,5-diformyl-4-hydroxy-4-vinyl-2,8-dioxa-bicyclo[3.2.1]oct-6-yl ester

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