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

Base Information

Chemical Name:N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide
CAS No.:1619983-41-3
Molecular Formula:C₂₉H₃₇NO₄
Molecular Weight:463.617
Hs Code.:

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

There total 15 articles about N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)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:

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

: 1619983-41-3
N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

Guidance literature:: N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide; With boron tribromide; In dichloromethane; at 20 ℃; for 144h; Cooling with ice; Inert atmosphere;

With hydrogenchloride; In water; isopropyl alcohol; at 85 ℃; for 0.75h;

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

: 1619983-41-3
N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)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 / 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

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

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

10.1: boron tribromide / dichloromethane / 144 h / 20 °C / Cooling with ice; Inert atmosphere

10.2: 0.75 h / 85 °C

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

Reference yield:

: (1S,2R,4aS,8aS)-1-[(3,5-dimethoxyphenyl)(hydroxy)methyl]-2,5,5,8a-tetramethyldecahydronaphthalen-2-ol

: 1619983-41-3
N-{[(2S,3R,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]methyl}benzamide

Guidance literature:: Multi-step reaction with 12 steps

1.1: pyridinium chlorochromate / dichloromethane / 2 h / 20 °C

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

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

3.2: 1.33 h / 0 - 65 °C

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

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

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

6.2: 2 h

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

7.2: 2 h / 20 °C / Cooling with ice

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

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

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

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

12.1: boron tribromide / dichloromethane / 144 h / 20 °C / Cooling with ice; Inert atmosphere

12.2: 0.75 h / 85 °C

With pyridine; sodium azide; borane-THF; potassium tert-butylate; water; boron tribromide; tin(IV) chloride; dicyclohexyl-carbodiimide; triphenylphosphine; pyridinium chlorochromate; sodium hydroxide; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; 6.1: |Wittig Olefination;