trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Base Information

Chemical Name:trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone
CAS No.:71901-44-5
Molecular Formula:C₂₀H₂₆O₄S
Molecular Weight:362.49
Hs Code.:

Synonyms:trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Suppliers and Price of trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

There total 10 articles about trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone 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: 89.0%

: 71886-94-7
trans-1,2,3,4,4a,5,6,8a-octahydro-1,1-dimethyl-6,6-ethylenedioxy-4a-(tosyloxymethyl)naphthalene

: 71901-44-5
trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Guidance literature:: With perchloric acid; In tetrahydrofuran; at 0 - 5 ℃; for 1.5h;
DOI:10.1021/jo01290a005

Reference yield:

: 33214-69-6
3,4-dihydro-1,1-dimethyl-6-methoxy-2(1H)-naphthalenone

: 71901-44-5
trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Guidance literature:: Multi-step reaction with 9 steps

1: 97.4 percent / Li/NH₃(l) / diethyl ether / 0.5 h

2: 1.) conc. HCl, 2.) triethylaluminum / 1.) THF, 2 h, 2.) THF, hexane, 0 deg C, 2h.

3: 97.4 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating

4: 99.1 percent / phenyltrimethylammonium perbromide / CH₂Cl₂

5: 93 percent / DBU / 1.) 120-150 deg C, 1.5 h, 2.) 150 deg C, 0.5 h.

6: 1.) LiAlH₄, 2.) 5percent acetic acid

7: 98 percent / NaBH₄ / aq. ethanol / 1.) room temperature, 10 min, 2.) 30-70 deg C, 1 h, 3.) reflux, 1 h.

8: n-butyllithium / tetrahydrofuran

9: 89 percent / 3.5percent HClO₄ / tetrahydrofuran / 1.5 h / 0 - 5 °C

With hydrogenchloride; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; perchloric acid; ammonia; triethylaluminum; phenyltrimethylammonium tribromide; lithium; toluene-4-sulfonic acid; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; toluene;
DOI:10.1021/jo01290a005

Reference yield:

: 71886-83-4
6-methoxy-1,1-dimethyl-3,4-dihydronaphthalene-2(1H)-one

: 71901-44-5
trans-4a,5,6,7,8,8a-hexahydro-5,5-dimethyl-8a-(tosyloxymethyl)-2(1H)-naphthalenone

Guidance literature:: Multi-step reaction with 10 steps

1: 90.3 percent / 97percent hydrazine, 85percent KOH / ethane-1,2-diol / 1.) 130 deg C, 1 h, 2.) reflux , 21 h.

2: 97.4 percent / Li/NH₃(l) / diethyl ether / 0.5 h

3: 1.) conc. HCl, 2.) triethylaluminum / 1.) THF, 2 h, 2.) THF, hexane, 0 deg C, 2h.

4: 97.4 percent / p-toluenesulfonic acid monohydrate / toluene / 4 h / Heating

5: 99.1 percent / phenyltrimethylammonium perbromide / CH₂Cl₂

6: 93 percent / DBU / 1.) 120-150 deg C, 1.5 h, 2.) 150 deg C, 0.5 h.

7: 1.) LiAlH₄, 2.) 5percent acetic acid

8: 98 percent / NaBH₄ / aq. ethanol / 1.) room temperature, 10 min, 2.) 30-70 deg C, 1 h, 3.) reflux, 1 h.

9: n-butyllithium / tetrahydrofuran

10: 89 percent / 3.5percent HClO₄ / tetrahydrofuran / 1.5 h / 0 - 5 °C

With hydrogenchloride; potassium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; perchloric acid; ammonia; triethylaluminum; phenyltrimethylammonium tribromide; lithium; toluene-4-sulfonic acid; hydrazine hydrate; acetic acid; 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; diethyl ether; ethanol; dichloromethane; ethylene glycol; toluene;
DOI:10.1021/jo01290a005