(-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

Base Information

Chemical Name:(-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate
CAS No.:115260-45-2
Molecular Formula:C₁₉H₂₂O₃
Molecular Weight:298.382
Hs Code.:

Synonyms:(-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

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Chemical Property of (-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

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Technology Process of (-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

There total 7 articles about (-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate 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: 81.0%

: 123505-35-1
Benzoic acid (2S,4aS,5S)-5-hydroxy-1,4a-dimethyl-2,3,4,4a,5,6,7,8-octahydro-naphthalen-2-yl ester

: 115260-45-2
(-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

Guidance literature:: With pyridinium chlorochromate; In dichloromethane; for 2.5h; Ambient temperature;
DOI:10.1016/S0040-4020(01)86076-2

Reference yield:

: 115260-44-1,115304-66-0
(2S,4aS,5S)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-tetrahydropyranyloxy-2-naphthyl benzoate

: 115260-45-2
(-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1: p-toluenesulfonic acid / methanol

2: pyridinium chlorochromate / CH₂Cl₂

With toluene-4-sulfonic acid; pyridinium chlorochromate; In methanol; dichloromethane;

Reference yield:

: 38405-15-1
(4aS,5S)-4,4a,5,6,7,8-hexahydro-5-hydroxy-1,4a-dimethylnaphthalen-2(3H)-one

: 115260-45-2
(-)-(2S,4aS)-2,3,4,4a,5,6,7,8-octahydro-1,4a-dimethyl-5-oxo-2-naphthyl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 98 percent / PPTS / CH₂Cl₂ / 4.5 h / Ambient temperature

2: 8.3 g / LiAlH₄ / diethyl ether / 1 h / -75 °C

3: 98 percent / pyridine / 12 h

4: p-TsOH / methanol; H₂O / 6 h / Ambient temperature

5: 81 percent / PCC / CH₂Cl₂ / 2.5 h / Ambient temperature

With lithium aluminium tetrahydride; pyridinium p-toluenesulfonate; toluene-4-sulfonic acid; pyridinium chlorochromate; In pyridine; methanol; diethyl ether; dichloromethane; water;
DOI:10.1016/S0040-4020(01)86076-2