N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

Base Information

Chemical Name:N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide
CAS No.:1619983-30-0
Molecular Formula:C₂₉H₃₇NO₄
Molecular Weight:463.617
Hs Code.:

Synonyms:N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

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Chemical Property of N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

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Technology Process of N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

There total 10 articles about N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide 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: 54.0%

: 1619983-29-7
N-[(2R,3S,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

: 1619983-30-0
N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

Guidance literature:: N-[(2R,3S,4S,4aS,8aS)-4-[(3,5-dimethoxyphenyl)carbonyl]3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide; With boron tribromide; In dichloromethane; at -78 - 20 ℃; Inert atmosphere;

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

Reference yield:

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

: 1619983-30-0
N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

Guidance literature:: Multi-step reaction with 8 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: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 22.5 h / 20 °C / Inert atmosphere

6.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 23 h / 20 °C / 760.05 Torr

7.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

8.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

8.2: 0.75 h / 85 °C

With hydrogenchloride; borane-THF; palladium 10% on activated carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; boron tribromide; tin(IV) chloride; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;

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

: 1619983-30-0
N-[(2R,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]-3-methylbenzamide

Guidance literature:: Multi-step reaction with 6 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: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 22.5 h / 20 °C / Inert atmosphere

4.1: hydrogenchloride; palladium 10% on activated carbon; hydrogen / methanol; water / 23 h / 20 °C / 760.05 Torr

5.1: benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 20 h / 20 °C / Inert atmosphere

6.1: boron tribromide / dichloromethane / -78 - 20 °C / Inert atmosphere

6.2: 0.75 h / 85 °C

With hydrogenchloride; borane-THF; palladium 10% on activated carbon; benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate; hydrogen; boron tribromide; sodium tris(acetoxy)borohydride; acetic acid; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide;