ent-(1¹¹S,5R)-1¹β,1⁶α,1⁹β,1¹⁴-tetraacetoxy-1²β-benzoyloxy-1^5,11-epoxy-1⁴-hydroxy-5r,6t-dimethyl-(1³βH,1⁷βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-1⁸,3,7-trione

Base Information

• Chemical Name: ent-(1¹¹S,5R)-1¹β,1⁶α,1⁹β,1¹⁴-tetraacetoxy-1²β-benzoyloxy-1^5,11-epoxy-1⁴-hydroxy-5r,6t-dimethyl-(1³βH,1⁷βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-1⁸,3,7-trione
• CAS No.: 41928-79-4
• Molecular Formula: C₄₁H₄₅NO₁₇
• Molecular Weight: 823.805

Synonyms:

Chemical Property of ent-(1¹¹S,5R)-1¹β,1⁶α,1⁹β,1¹⁴-tetraacetoxy-1²β-benzoyloxy-1^5,11-epoxy-1⁴-hydroxy-5r,6t-dimethyl-(1³βH,1⁷βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-1⁸,3,7-trione

Chemical Property:

Purity/Quality:

Safty Information:

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Useful:

Technology Process of ent-(1¹¹S,5R)-1¹β,1⁶α,1⁹β,1¹⁴-tetraacetoxy-1²β-benzoyloxy-1^5,11-epoxy-1⁴-hydroxy-5r,6t-dimethyl-(1³βH,1⁷βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-1⁸,3,7-trione

There total 3 articles about ent-(1¹¹S,5R)-1¹β,1⁶α,1⁹β,1¹⁴-tetraacetoxy-1²β-benzoyloxy-1^5,11-epoxy-1⁴-hydroxy-5r,6t-dimethyl-(1³βH,1⁷βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-1⁸,3,7-trione 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:

benzoyl chloride (98-88-4) + 2-(deacetyl)evonine (36017-57-9) → ent-(111S,5R)-11β,16α,19β,114-tetraacetoxy-12β-benzoyloxy-15,11-epoxy-14-hydroxy-5r,6t-dimethyl-(13βH,17βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-18,3,7-trione (41928-79-4)

Guidance literature:

With pyridine; at 45 ℃; for 36h;

DOI:10.1016/0040-4020(78)80097-0

Reference yield:

ent-(111S,5R)-15,11-epoxy-11β,12β,14,16α,19β,114-hexahydroxy-5r,6t-dimethyl-(13βH,17βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-18,3,7-trione (33376-79-3,35721-64-3) → ent-(111S,5R)-11β,16α,19β,114-tetraacetoxy-12β-benzoyloxy-15,11-epoxy-14-hydroxy-5r,6t-dimethyl-(13βH,17βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-18,3,7-trione (41928-79-4)

Guidance literature:

Multi-step reaction with 2 steps

1: Ac₂O / 12 h / 45 °C

2: Py / 36 h / 45 °C

With pyridine; acetic anhydride;

DOI:10.1016/0040-4020(78)80097-0

Reference yield:

→ ent-(111S,5R)-11β,16α,19β,114-tetraacetoxy-12β-benzoyloxy-15,11-epoxy-14-hydroxy-5r,6t-dimethyl-(13βH,17βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-18,3,7-trione (41928-79-4)

Guidance literature:

Pentadesacetylevonin;

upstream raw materials:

benzoyl chloride

2-(deacetyl)evonine

ent-(1¹¹S,5R)-1^5,11-epoxy-1¹β,1²β,1⁴,1⁶α,1⁹β,1¹⁴-hexahydroxy-5r,6t-dimethyl-(1³βH,1⁷βH)-2,8-dioxa-1(12,3)-eudesmana-4(3,2)-pyridina-cyclooctaphane-1⁸,3,7-trione

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