(+/-)-β-Vetispiren

Base Information

• Chemical Name: (+/-)-β-Vetispiren
• CAS No.: 78147-64-5
• Molecular Formula: C₁₅H₂₂
• Molecular Weight: 202.34
• Mol file: 78147-64-5.mol

Synonyms:

Chemical Property of (+/-)-β-Vetispiren

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-β-Vetispiren

There total 20 articles about (+/-)-β-Vetispiren 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:

(5R,6S)-6-Methyl-8,10-dioxo-spiro[4.5]dec-1-ene-2-carboxylic acid ethyl ester → (+/-)-β-Vetispiren (28908-27-2,50763-70-7,78147-64-5)

Guidance literature:

Multi-step reaction with 9 steps

1: TsOH / benzene / Heating

2: aq. HCl

3: TsOH / benzene / Heating

4: H₂ / Pd-C

5: (i), (ii) aq. HCl

6: NaOAc / 140 °C

7: BF₃*Et₂O

8: LiAlH₄

9: (1S)-2-oxo-bornane-10-sulfonic acid

With hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; sodium acetate; toluene-4-sulfonic acid; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; palladium on activated charcoal; In benzene;

DOI:10.1021/ja00464a034

Reference yield:

C15H24O → C15H22 + (+/-)-β-Vetispiren (28908-27-2,50763-70-7,78147-64-5)

Guidance literature:

With CSA; In dichloromethane; at 20 ℃; for 0.5h; Overall yield = 10.7 mg;

DOI:10.1016/j.tetlet.2019.05.011

Reference yield:

(5R,10S)-6-Chloro-10-methyl-8-oxo-spiro[4.5]deca-1,6-diene-2-carboxylic acid ethyl ester → (+/-)-β-Vetispiren (28908-27-2,50763-70-7,78147-64-5)

Guidance literature:

Multi-step reaction with 9 steps

1: NaOEt

2: aq. HCl

3: TsOH / benzene / Heating

4: H₂ / Pd-C

5: (i), (ii) aq. HCl

6: NaOAc / 140 °C

7: BF₃*Et₂O

8: LiAlH₄

9: (1S)-2-oxo-bornane-10-sulfonic acid

With hydrogenchloride; lithium aluminium tetrahydride; boron trifluoride diethyl etherate; hydrogen; sodium ethanolate; sodium acetate; toluene-4-sulfonic acid; [(1S)-7,7-dimethyl-2-oxobicyclo[2.2.1]hept-1-yl]methanesulfonic acid; palladium on activated charcoal; In benzene;

DOI:10.1021/ja00464a034

upstream raw materials:

2-isopropylidene-1,4-dichlorobutane

methyl 6-methyl-2-oxocyclohex-3-ene-1-carboxylate

(±)-β-vetivone

(+/-)-hinesolone