Bicyclo[8.1.0]undec-5-en-2-ol, 1,5,8,8-tetramethyl-4-(phenylthio)-

Base Information

Chemical Name:Bicyclo[8.1.0]undec-5-en-2-ol, 1,5,8,8-tetramethyl-4-(phenylthio)-
CAS No.:139259-46-4
Molecular Formula:C₂₁H₃₀OS
Molecular Weight:330.535
Hs Code.:

Synonyms:

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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 Bicyclo[8.1.0]undec-5-en-2-ol, 1,5,8,8-tetramethyl-4-(phenylthio)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of Bicyclo[8.1.0]undec-5-en-2-ol, 1,5,8,8-tetramethyl-4-(phenylthio)-

There total 17 articles about Bicyclo[8.1.0]undec-5-en-2-ol, 1,5,8,8-tetramethyl-4-(phenylthio)- 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: 17.0%

: 139290-32-7,139686-28-5
2-[(1S,2S)-1-Methyl-2-((E)-2,2,5-trimethyl-6-phenylsulfanyl-hex-4-enyl)-cyclopropyl]-oxirane

: 139259-46-4
(E)-(1S,10S)-1,5,8,8-Tetramethyl-4-phenylsulfanyl-bicyclo[8.1.0]undec-5-en-2-ol

Guidance literature:: With N,N,N,N,N,N-hexamethylphosphoric triamide; n-butyllithium; In tetrahydrofuran; -78 to 0 deg C;
DOI:10.1246/cl.1992.167

Reference yield:

: 24529-80-4
(E)-1-O-acetyl-4-chloro-3-methyl-2-buten-1-ol

: 139259-46-4
(E)-(1S,10S)-1,5,8,8-Tetramethyl-4-phenylsulfanyl-bicyclo[8.1.0]undec-5-en-2-ol

Guidance literature:: Multi-step reaction with 9 steps

2: 86 percent / NaH / dimethylformamide

3: LiAlH₄ / tetrahydrofuran

4: py

5: 81 percent / LiBHEt₃ / tetrahydrofuran / Ambient temperature

6: DDQ / CH₂Cl₂; H₂O

7: PCC / CH₂Cl₂

8: NaH / dimethylsulfoxide

9: 17 percent / n-BuLi, HMPA / tetrahydrofuran / -78 to 0 deg C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; lithium aluminium tetrahydride; n-butyllithium; sodium hydride; lithium triethylborohydride; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/cl.1992.167

Reference yield:

: 108404-41-7
(E)(S)-4-(3-hydroxy-2-methylpropenyl)-2,2-dimethyl[1,3]dioxolane

: 139259-46-4
(E)-(1S,10S)-1,5,8,8-Tetramethyl-4-phenylsulfanyl-bicyclo[8.1.0]undec-5-en-2-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 96 percent / NaH / dimethylformamide

2: Zn, Cu / diethyl ether / Ambient temperature

3: 2M HCl / methanol

4: NaIO₄ / tetrahydrofuran; H₂O

5: 95.6 percent / pyridinium acetate / CH₂Cl₂

6: L-Selectride / tetrahydrofuran / -78 °C

7: 86 percent / NaH / dimethylformamide

8: LiAlH₄ / tetrahydrofuran

9: py

10: 81 percent / LiBHEt₃ / tetrahydrofuran / Ambient temperature

11: DDQ / CH₂Cl₂; H₂O

12: PCC / CH₂Cl₂

13: NaH / dimethylsulfoxide

14: 17 percent / n-BuLi, HMPA / tetrahydrofuran / -78 to 0 deg C

With pyridine; hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium periodate; lithium aluminium tetrahydride; n-butyllithium; pyridinium acetate; L-Selectride; copper; sodium hydride; lithium triethylborohydride; pyridinium chlorochromate; 2,3-dicyano-5,6-dichloro-p-benzoquinone; zinc; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide;
DOI:10.1246/cl.1992.167