(2aS)-3β,5β-Diacetoxy-2a,7α,10,10cβ-tetramethyl-2,2a,3,4,4aα,5,6,7,7aα,8,10bβ,10c-dodecahydronaphth[2,1,8-cde]azulene

Base Information

Chemical Name:(2aS)-3β,5β-Diacetoxy-2a,7α,10,10cβ-tetramethyl-2,2a,3,4,4aα,5,6,7,7aα,8,10bβ,10c-dodecahydronaphth[2,1,8-cde]azulene
CAS No.:65118-73-2
Molecular Formula:C₂₄H₃₄O₄
Molecular Weight:386.532
Hs Code.:
Mol file:65118-73-2.mol

Synonyms:Naphth[2,1,8-cde]azulene-3,5-diol,2,2a,3,4,4a,5,6,7,7a,8,10b,10c-dodecahydro-2a,7,10,10c-tetramethyl-, diacetate,(2aS,3S,4aR,5S,7S,7aR,10bR,10cR)- (9CI); Naphth[2,1,8-cde]azulene-3,5-diol,2,2a,3,4,4a,5,6,7,7a,8,10b,10c-dodecahydro-2a,7,10,10c-tetramethyl-, diacetate,[2aS-(2aa,3a,4ab,5a,7b,7ab,10ba,10ca)]-; Kempene 1; Kempene I; NK 1; NK 1 (terpene)

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (2aS)-3β,5β-Diacetoxy-2a,7α,10,10cβ-tetramethyl-2,2a,3,4,4aα,5,6,7,7aα,8,10bβ,10c-dodecahydronaphth[2,1,8-cde]azulene

Chemical Property:

PSA：52.60000
LogP:4.83460

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of (2aS)-3β,5β-Diacetoxy-2a,7α,10,10cβ-tetramethyl-2,2a,3,4,4aα,5,6,7,7aα,8,10bβ,10c-dodecahydronaphth[2,1,8-cde]azulene

There total 13 articles about (2aS)-3β,5β-Diacetoxy-2a,7α,10,10cβ-tetramethyl-2,2a,3,4,4aα,5,6,7,7aα,8,10bβ,10c-dodecahydronaphth[2,1,8-cde]azulene 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: 100.0%

: 1291101-00-2
C₂₀H₃₀O₂

: 108-24-7
acetic anhydride

: 65118-73-2
(+)-kempene-1

Guidance literature:: With pyridine; dmap; In dichloromethane; at 20 ℃; for 1.5h;
DOI:10.1002/anie.201007551

Reference yield:

: C₂₃H₄₄O₄Si

: 65118-73-2
(+)-kempene-1

Guidance literature:: Multi-step reaction with 12 steps

1.1: 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran / 0.75 h / 20 °C

1.2: 0.5 h

2.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / 20 °C

3.1: pyridinium p-toluenesulfonate / acetone / 3 h / 60 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C

4.2: 1 h / 0 °C

5.1: n-butyllithium / tetrahydrofuran; hexane / 2.17 h / -78 °C

5.2: 1 h / -78 °C

5.3: 2 h / -78 °C

6.1: hydrogenchloride / tetrahydrofuran; water / 24 h / 20 °C

7.1: 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran / 0.75 h / 20 °C

7.2: 0.5 h

8.1: methyllithium / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

8.2: -20 °C

9.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux

10.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / Reflux

11.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

12.1: pyridine; dmap / dichloromethane / 1.5 h / 20 °C

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; dmap; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; methyllithium; pyridinium p-toluenesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; benzene; 4.2: Wittig reaction;
DOI:10.1002/anie.201007551

Reference yield:

: C₂₆H₅₂O₄Si₂

: 65118-73-2
(+)-kempene-1

Guidance literature:: Multi-step reaction with 11 steps

1.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 2 h / 20 °C

2.1: pyridinium p-toluenesulfonate / acetone / 3 h / 60 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 1 h / 0 °C

3.2: 1 h / 0 °C

4.1: n-butyllithium / tetrahydrofuran; hexane / 2.17 h / -78 °C

4.2: 1 h / -78 °C

4.3: 2 h / -78 °C

5.1: hydrogenchloride / tetrahydrofuran; water / 24 h / 20 °C

6.1: 1,1,1,3,3,3-hexamethyl-disilazane / tetrahydrofuran / 0.75 h / 20 °C

6.2: 0.5 h

7.1: methyllithium / tetrahydrofuran; diethyl ether / 0.5 h / 0 °C

7.2: -20 °C

8.1: tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride / dichloromethane / 3 h / Reflux

9.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 4 h / Reflux

10.1: lithium aluminium tetrahydride / tetrahydrofuran / 4 h / 0 °C

11.1: pyridine; dmap / dichloromethane / 1.5 h / 20 °C

With pyridine; tricyclohexylphosphine[1,3-bis(2,4,6-trimethylphenyl)-4,5-dihydroimidazol-2-ylidine][benzylidene]ruthenium(II) dichloride; hydrogenchloride; dmap; lithium aluminium tetrahydride; n-butyllithium; tetrabutyl ammonium fluoride; methyllithium; pyridinium p-toluenesulfonate; 1,1,1,3,3,3-hexamethyl-disilazane; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; diethyl ether; hexane; dichloromethane; water; acetone; benzene; 3.2: Wittig reaction;
DOI:10.1002/anie.201007551