(4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile

Base Information

• Chemical Name: (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile
• CAS No.: 1207384-25-5
• Molecular Formula: C₂₀H₂₃NO₂
• Molecular Weight: 309.408

Synonyms:(4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile

Chemical Property of (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile

There total 10 articles about (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile 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:

(+)-7-epi-α-cyperone (547-26-2) → (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile (1207384-25-5)

Guidance literature:

Multi-step reaction with 10 steps

1.1: tert-butyl alcohol; lithium; ammonia / hexane; tetrahydrofuran / 2 h / -33 °C / Inert atmosphere

2.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0 °C / Reflux; Inert atmosphere

3.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 20 °C / Inert atmosphere

4.1: sodium periodate / water; ethanol / 1 h / 20 °C / Inert atmosphere

5.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 32 h / 20 °C / Inert atmosphere

6.1: potassium carbonate / methanol / 20 °C / Inert atmosphere

7.1: dipyridinium dichromate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

8.1: sodium hydride / diethyl ether / 5 h / 20 °C / Inert atmosphere

9.1: hydroxylamine hydrochloride / water; ethanol / 1.5 h / Inert atmosphere; Reflux

9.2: 1 h / 20 °C / Inert atmosphere

10.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.25 h / Inert atmosphere; Reflux

With sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; hydroxylamine hydrochloride; ammonia; tetra-(n-butyl)ammonium iodide; lithium; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; tert-butyl alcohol; In tetrahydrofuran; methanol; diethyl ether; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 1.1: |Birch Reduction / 5.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1021/jo501122k

Reference yield:

(1S,2S,4aS,7S,8aS)-1,4a-dimethyl-7-(prop-1-en-2-yl)decahydronaphthalen-2-ol (105087-08-9) → (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile (1207384-25-5)

Guidance literature:

Multi-step reaction with 9 steps

1.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 0 °C / Reflux; Inert atmosphere

2.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 20 °C / Inert atmosphere

3.1: sodium periodate / water; ethanol / 1 h / 20 °C / Inert atmosphere

4.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 32 h / 20 °C / Inert atmosphere

5.1: potassium carbonate / methanol / 20 °C / Inert atmosphere

6.1: dipyridinium dichromate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

7.1: sodium hydride / diethyl ether / 5 h / 20 °C / Inert atmosphere

8.1: hydroxylamine hydrochloride / water; ethanol / 1.5 h / Inert atmosphere; Reflux

8.2: 1 h / 20 °C / Inert atmosphere

9.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.25 h / Inert atmosphere; Reflux

With sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; hydroxylamine hydrochloride; tetra-(n-butyl)ammonium iodide; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 4.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1021/jo501122k

Reference yield:

(1S,2S,4aS,7S,8aS)-2-(benzyloxy)-1,4a-dimethyl-7-(prop-1-en-2-yl)decahydronaphthalene → (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile (1207384-25-5)

Guidance literature:

Multi-step reaction with 8 steps

1.1: 4-methylmorpholine N-oxide; osmium(VIII) oxide / water; acetone / 20 °C / Inert atmosphere

2.1: sodium periodate / water; ethanol / 1 h / 20 °C / Inert atmosphere

3.1: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 32 h / 20 °C / Inert atmosphere

4.1: potassium carbonate / methanol / 20 °C / Inert atmosphere

5.1: dipyridinium dichromate / N,N-dimethyl-formamide / 2 h / 20 °C / Inert atmosphere

6.1: sodium hydride / diethyl ether / 5 h / 20 °C / Inert atmosphere

7.1: hydroxylamine hydrochloride / water; ethanol / 1.5 h / Inert atmosphere; Reflux

7.2: 1 h / 20 °C / Inert atmosphere

8.1: 2,3-dicyano-5,6-dichloro-p-benzoquinone / benzene / 0.25 h / Inert atmosphere; Reflux

With sodium periodate; osmium(VIII) oxide; dipyridinium dichromate; hydroxylamine hydrochloride; sodium hydride; potassium carbonate; 4-methylmorpholine N-oxide; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; benzene; 3.1: |Baeyer-Villiger Ketone Oxidation;

DOI:10.1021/jo501122k

upstream raw materials:

(+)-7-epi-α-cyperone

(1S,2S,4aS,7S,8aS)-1,4a-dimethyl-7-(prop-1-en-2-yl)decahydronaphthalen-2-ol

Downstream raw materials:

(1R,4aS,4bS,7S,8S,8aS,10aS)-allyl 7-(benzyloxy)-10a-cyano-3-hydroxy-1,4b,8-trimethyl-10-oxo-1,2,4a,4b,5,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-4-carboxylate

(1S,2S,4aS,8S,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxo-1,2,3,4,4a,6,7,8,8a,9,10,10a-dodecahydrophenanthrene-8a-carbonitrile

(1S,2S,4aS,4bS,8R,8aS,10aS)-2-(benzyloxy)-1,4a,8-trimethyl-6,9-dioxotetradecahydrophenanthrene-8a-carbonitrile

(1S,4bS,7S,8S,8aS)-7-(benzyloxy)-1,4b,8-trimethyl-1,2,5,6,7,8,8a,9-octahydrophenanthrene-3,10(4H,4bH)-dione

Post a RFQ

Cas No.:

Product Name:

Quantity:

Please select Metric Ton KG G Pound L ML

Email:

Company name:

Valid Period:

Detailed Requirements:

• Sample
• MOQ
• GMP
• FDA
• Price
  FOB CIF CFR EXW
• Urgent purchase

Enter 15 to 2000 letters.Word count: 0 letters

Attach files(File Format: Jpeg, Jpg, Gif, Png, PDF, PPT, Zip, Rar,Word or Excel Maximum File Size: 3MB)

Remove

Submit

1

What can I do for you?
Get Best Price

Get Best Price for 1207384-25-5 (4aS,5S,6S,8aS)-6-(benzyloxy)-5,8a-dimethyl-3-oxo-3,4,4a,5,6,7,8,8a-octahydronaphthalene-2-carbonitrile

Send

Send

Metric Ton KG G Pound L ML

Send

Send