[(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

Base Information

Chemical Name:[(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone
CAS No.:1619984-24-5
Molecular Formula:C₂₄H₃₅N₃O₃
Molecular Weight:413.56
Hs Code.:

Synonyms:[(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

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Chemical Property of [(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

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Technology Process of [(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

There total 10 articles about [(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone 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: 100.0%

: 1619984-23-4
[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl methanesulfonate

: 1619984-24-5
[(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

Guidance literature:: With sodium azide; In N,N-dimethyl-formamide; at 60 ℃; for 18h; Inert atmosphere;

Reference yield:

: 1619983-08-2
[(1S,4aS,8aS)-2,5,5,8a-tetramethyl-1,4,4a,5,6,7,8,8a-octahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

: 1619984-24-5
[(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

Guidance literature:: Multi-step reaction with 7 steps

1.1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere

1.2: 1.33 h / 0 - 65 °C

2.1: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C

3.1: sodium hydroxide / tetrahydrofuran; methanol / 3.5 h / 80 °C

4.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

4.2: 2 h

5.1: borane-THF / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

5.2: 2 h / 20 °C / Cooling with ice

6.1: pyridine / 1.5 h / Cooling with ice; Inert atmosphere

7.1: sodium azide / N,N-dimethyl-formamide / 18 h / 60 °C / Inert atmosphere

With pyridine; sodium azide; borane-THF; potassium tert-butylate; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 4.1: |Wittig Olefination;

Reference yield:

: 1619983-07-1
(1R,2R,4aS,8aS)-1-[(3,5-dimethoxyphenyl)carbonyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

: 1619984-24-5
[(1 S,2R,3S,4aS,8aS)-3-(azidomethyl)-2,5,5,8a-tetramethyldecahydronaphthalen-1-yl](3,5-dimethoxyphenyl)methanone

Guidance literature:: Multi-step reaction with 8 steps

1.1: tin(IV) chloride / dichloromethane / 0.17 h / 0 °C / Inert atmosphere

2.1: borane-THF / tetrahydrofuran / 1.67 h / 0 - 20 °C / Inert atmosphere

2.2: 1.33 h / 0 - 65 °C

3.1: pyridinium chlorochromate / dichloromethane / 4 h / 20 °C

4.1: sodium hydroxide / tetrahydrofuran; methanol / 3.5 h / 80 °C

5.1: potassium tert-butylate / tetrahydrofuran / 1 h / 20 °C / Inert atmosphere

5.2: 2 h

6.1: borane-THF / tetrahydrofuran / 2 h / -78 - 20 °C / Inert atmosphere

6.2: 2 h / 20 °C / Cooling with ice

7.1: pyridine / 1.5 h / Cooling with ice; Inert atmosphere

8.1: sodium azide / N,N-dimethyl-formamide / 18 h / 60 °C / Inert atmosphere

With pyridine; sodium azide; borane-THF; potassium tert-butylate; tin(IV) chloride; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 5.1: |Wittig Olefination;