(1aR)-5β,6β-Bis(benzoyloxy)-1aα,2,5,5a,6,9,10,10aα-octahydro-5aβ-hydroxy-4-(hydroxymethyl)-1,1,7,9α-tetramethyl-1H-2α,8aα-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one synthesis

2synthesis methods

Product Name:(1aR)-5β,6β-Bis(benzoyloxy)-1aα,2,5,5a,6,9,10,10aα-octahydro-5aβ-hydroxy-4-(hydroxymethyl)-1,1,7,9α-tetramethyl-1H-2α,8aα-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one
CAS Number:77495-85-3
Molecular formula:C34H36O7
Molecular Weight:556.65

1H-2,8a-Methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one, 4-[(acetyloxy)methyl]-1a,2,5,5a,6,9,10,10a-octahydro-5,5a,6-trihydroxy-1,1,7,9-tetramethyl-, (1aR,2S,5R,5aR,6S,8aS,9R,10aR)-

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(1aR)-5β,6β-Bis(benzoyloxy)-1aα,2,5,5a,6,9,10,10aα-octahydro-5aβ-hydroxy-4-(hydroxymethyl)-1,1,7,9α-tetramethyl-1H-2α,8aα-methanocyclopenta[a]cyclopropa[e]cyclodecen-11-one

77495-85-3
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Yield:-

Steps:

Multi-step reaction with 4 steps
1: potassium hydroxide / methanol; water / 0 - 20 °C / Inert atmosphere
2: pyridine / Inert atmosphere
3: pyridine; dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride / Inert atmosphere
4: trifluoroacetic acid / methanol / Inert atmosphere

References:

Pospí?il, Ji?í;Béres, Tibor;Strnad, Miroslav [Tetrahedron Letters,2017,vol. 58,# 14,p. 1421 - 1424]

30220-46-3 Synthesis

30220-46-3
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References