N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

Base Information

Chemical Name:N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide
CAS No.:1619984-27-8
Molecular Formula:C₃₁H₄₁NO₄
Molecular Weight:491.671
Hs Code.:

Synonyms:N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

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Chemical Property of N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

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Technology Process of N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

There total 13 articles about N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide 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: 69.0%

: 1619984-25-6
[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methanamine

: 65-85-0,8013-63-6
benzoic acid

: 1619984-27-8
N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

Guidance literature:: With dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 19h; 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

: 1619984-27-8
N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

Guidance literature:: Multi-step reaction with 10 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 / 0.33 h / 20 °C / Inert atmosphere

4.2: 1 h / 20 °C

5.1: hydrogenchloride / tetrahydrofuran / 0.5 h / Reflux

6.1: sodium tetrahydroborate; methanol / 0.58 h / 20 °C / Inert atmosphere; 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

9.1: water; triphenylphosphine / tetrahydrofuran / 25 h / 20 °C / Reflux

10.1: dicyclohexyl-carbodiimide / dichloromethane / 19 h / 20 °C / Inert atmosphere

With pyridine; hydrogenchloride; methanol; sodium tetrahydroborate; sodium azide; borane-THF; potassium tert-butylate; water; dicyclohexyl-carbodiimide; triphenylphosphine; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;

Reference yield:

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

: 1619984-27-8
N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

Guidance literature:: Multi-step reaction with 10 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

9.1: water; triphenylphosphine / tetrahydrofuran / 25 h / 20 °C / Reflux

10.1: dicyclohexyl-carbodiimide / dichloromethane / 19 h / 20 °C / Inert atmosphere

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