cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

Base Information

Chemical Name:cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one
CAS No.:130385-46-5
Molecular Formula:C₂₅H₃₈O₂SSi
Molecular Weight:430.727
Hs Code.:

Synonyms:cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

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Chemical Property of cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

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Technology Process of cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

There total 4 articles about cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one 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: 77.0%

: 69739-34-0
t-butyldimethylsiyl triflate

: 130385-50-1
cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H,7H)naphthalen-1-one

: 130385-46-5
cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

Guidance literature:: With 2,6-dimethylpyridine; In dichloromethane; for 5h; Ambient temperature;

Reference yield:

: 130385-42-1
8-Methoxy-5,5-dimethyl-3-phenylsulfanyl-4a,5,6,7-tetrahydro-4H-naphthalen-1-one

: 130385-46-5
cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

Guidance literature:: Multi-step reaction with 4 steps

1: 1) Li-hexamethyldisilazide / THF, 1) -23 deg C, 1 h 2) -23 deg C, 6 h

2: H(+) / H₂O

3: 79 percent / NaBH₄ / methanol / 18 h / 0 °C

4: 85 percent / pyridine, 4-dimethylaminopyridine / ethanol; CH₂Cl₂ / 49 h / Ambient temperature

With pyridine; dmap; sodium tetrahydroborate; hydrogen cation; lithium hexamethyldisilazane; In methanol; ethanol; dichloromethane; water;

Reference yield:

: (R)-8-Methoxy-5,5,8a-trimethyl-3-phenylsulfanyl-4a,5,6,8a-tetrahydro-4H-naphthalen-1-one

: 130385-46-5
cis-3-phenylthio-5,6,4a,8a,7,8-hexahydro-5,5,8a-trimethyl-(4H)naphthalen-8α(tert-butyldimethylsiloxy)-1-one

Guidance literature:: Multi-step reaction with 3 steps

1: H(+) / H₂O

2: 100 percent / NaBH₄ / methanol / 6 h / 0 °C

3: 77 percent / 2,6-lutidine / CH₂Cl₂ / 5 h / Ambient temperature

With 2,6-dimethylpyridine; sodium tetrahydroborate; hydrogen cation; In methanol; dichloromethane; water;