Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

Base Information

Chemical Name:Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester
CAS No.:115940-76-6
Molecular Formula:C₂₉H₃₈O₅
Molecular Weight:466.618
Hs Code.:

Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

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Chemical Property of Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

Chemical Property:

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Technology Process of Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

There total 6 articles about Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl 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:

: 61263-83-0
dictyol B

: 115940-76-6
Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

Guidance literature:: Multi-step reaction with 6 steps

1: pyridine / 12 h / Ambient temperature

2: 0.0648 g / NBS / tetrahydrofuran; H₂O / 0.17 h / -10 °C

3: 0.0445 g / K₂CO₃ / methanol / 0.5 h / Ambient temperature

4: 0.0127 g / pyridine / 12 h / Ambient temperature

5: 0.0034 g / Al₂O₃ / hexane / 18 h / Ambient temperature

6: 0.0045 g / pyridine, DMAP / 12 h / 60 °C

With pyridine; dmap; aluminum oxide; N-Bromosuccinimide; potassium carbonate; In tetrahydrofuran; methanol; hexane; water;
DOI:10.1021/jo00255a025

Reference yield:

: 115890-60-3
Acetic acid (3aS,5R,7R,8S,8aR)-7-((S)-1,5-dimethyl-hex-4-enyl)-8-hydroxy-1-methyl-4-methylene-3,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl ester

: 115940-76-6
Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 0.0648 g / NBS / tetrahydrofuran; H₂O / 0.17 h / -10 °C

2: 0.0445 g / K₂CO₃ / methanol / 0.5 h / Ambient temperature

3: 0.0127 g / pyridine / 12 h / Ambient temperature

4: 0.0034 g / Al₂O₃ / hexane / 18 h / Ambient temperature

5: 0.0045 g / pyridine, DMAP / 12 h / 60 °C

With pyridine; dmap; aluminum oxide; N-Bromosuccinimide; potassium carbonate; In tetrahydrofuran; methanol; hexane; water;
DOI:10.1021/jo00255a025

Reference yield:

: 115940-75-5
(3aR,4S,5R,7R,8aS)-5-[(S)-3-((S)-3,3-Dimethyl-oxiranyl)-1-methyl-propyl]-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulene-4,7-diol

: 115940-76-6
Benzoic acid (1S,4S)-4-((3aR,4S,5R,7R,8aS)-7-acetoxy-4-hydroxy-3-methyl-8-methylene-1,3a,4,5,6,7,8,8a-octahydro-azulen-5-yl)-1-isopropenyl-pentyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 0.0127 g / pyridine / 12 h / Ambient temperature

2: 0.0034 g / Al₂O₃ / hexane / 18 h / Ambient temperature

3: 0.0045 g / pyridine, DMAP / 12 h / 60 °C

With pyridine; dmap; aluminum oxide; In hexane;
DOI:10.1021/jo00255a025