Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

Base Information

Chemical Name:Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester
CAS No.:110528-32-0
Molecular Formula:C₂₀H₂₄O₂
Molecular Weight:296.409
Hs Code.:

Synonyms:Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

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Chemical Property of Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

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Technology Process of Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

There total 10 articles about Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-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: 93.0%

: 98-88-4
benzoyl chloride

: 98360-86-2,110611-12-6
(3α,3aα,6aβ,7aα)-2,3,3a,5,6,6a,7,7a-octahydro-3-hydroxy-2,2-dimethyl-1H-cyclopenta pentalene

: 110528-32-0
Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

Guidance literature:: With pyridine; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1021/jo00230a001

Reference yield:

: 98330-87-1
6-<5-methoxy-3,3-dimethyl-2-tetrahydrofuranyl>fulvene

: 110528-32-0
Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

Guidance literature:: Multi-step reaction with 7 steps

1: diethyl ether / 2 h / 0 °C

2: dipotassium azodicarboxylate, acetic acid / CH₂Cl₂ / 3 h / 0 °C

3: 85 percent / 70percent aq. acetic acid / 120 h / 55 °C

4: 72.8 percent / LiClO₄ / dimethylformamide / electrolysis

5: 67 percent / methyl triphenylphosphonium bromide, n-BuLi / tetrahydrofuran; hexane / 3 h / Ambient temperature

6: methanol / 4 h / 61 °C

7: 93 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; n-butyllithium; lithium perchlorate; Methyltriphenylphosphonium bromide; potassium diazodicarboxylate; acetic acid; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00230a001

Reference yield:

: 98330-91-7,110611-10-4,110611-11-5
2,3-diaza-7-<2-hydroxy-3,3-dimethylhex-5-enylidene>bicyclo<2.2.1>hept-2-ene

: 110528-32-0
Benzoic acid (3S,3aS,6aS,7aR)-2,2-dimethyl-2,3,3a,5,6,6a,7,7a-octahydro-1H-cyclopenta[a]pentalen-3-yl ester

Guidance literature:: Multi-step reaction with 2 steps

1: methanol / 4 h / 61 °C

2: 93 percent / pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With pyridine; In methanol; dichloromethane;
DOI:10.1021/jo00230a001