tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

Base Information

Chemical Name:tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate
CAS No.:1619984-42-7
Molecular Formula:C₂₉H₄₄N₂O₆
Molecular Weight:516.678
Hs Code.:

Synonyms:tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

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Chemical Property of tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

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Technology Process of tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

There total 10 articles about tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate 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:

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

: 1619984-42-7
tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

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: boron tribromide / dichloromethane / 3.5 h / -78 - 20 °C / Inert atmosphere

7.2: 0.67 h / 85 °C

8.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; borane-THF; palladium 10% on activated carbon; hydrogen; boron tribromide; tin(IV) chloride; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; acetic acid; N-ethyl-N,N-diisopropylamine; pyridinium chlorochromate; In tetrahydrofuran; methanol; dichloromethane; water; 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

: 1619984-42-7
tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

Guidance literature:: Multi-step reaction with 7 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: acetic acid; sodium tris(acetoxy)borohydride / dichloromethane / 22.5 h / 20 °C / Inert atmosphere

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

6.1: boron tribromide / dichloromethane / 3.5 h / -78 - 20 °C / Inert atmosphere

6.2: 0.67 h / 85 °C

7.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

With hydrogenchloride; borane-THF; palladium 10% on activated carbon; hydrogen; boron tribromide; tin(IV) chloride; sodium tris(acetoxy)borohydride; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate; 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

: 1619984-42-7
tert-butyl N-(2-{[(2R,3S,4S,4aS,8aS)-4-[(3,5-dihydroxyphenyl)carbonyl]-3,4a,8,8-tetramethyldecahydronaphthalen-2-yl]carbamoyl}ethyl)carbamate

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: boron tribromide / dichloromethane / 3.5 h / -78 - 20 °C / Inert atmosphere

5.2: 0.67 h / 85 °C

6.1: N-ethyl-N,N-diisopropylamine; O-(benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium tetrafluoroborate / N,N-dimethyl-formamide / 16 h / 20 °C / Inert atmosphere

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