3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Base Information

Chemical Name:3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate
CAS No.:1310344-23-0
Molecular Formula:C₄₃H₆₄N₂O₇
Molecular Weight:720.99
Hs Code.:

3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Synonyms:3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

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Chemical Property of 3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

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Technology Process of 3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

There total 5 articles about 3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate 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: 79.0%

: 563-80-4
3-methyl-butan-2-one

: 1310344-22-9
3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-formyl-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

: 1310344-23-0
3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Guidance literature:: 3-methyl-butan-2-one; With lithium diisopropyl amide; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 ℃; for 0.25h; Inert atmosphere;

3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-formyl-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate; In tetrahydrofuran; n-heptane; ethylbenzene; at -78 - -10 ℃; for 3h; Inert atmosphere;

With water; sodium hydrogencarbonate; In tetrahydrofuran; n-heptane; ethylbenzene; Saturated solution;
DOI:10.1016/j.ejmech.2011.02.073

Reference yield:

: N-[(3β,4α,9β,16α,20S)-20-(dimethylamino)-16-hydroxy-4-(hydroxymethyl)-4,14-dimethyl-11-oxo-9,19-cyclopregnan-3-yl]-2-methylpropanamide

: 1310344-23-0
3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Guidance literature:: Multi-step reaction with 5 steps

1.1: sulfuric acid / methanol

2.1: methanol / 5 h / 20 °C / Inert atmosphere

3.1: dmap; trimethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

4.1: Dess-Martin periodane / dichloromethane; water / 3 h / 20 °C

5.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.25 h / -78 °C / Inert atmosphere

5.2: 3 h / -78 - -10 °C / Inert atmosphere

5.3: Saturated solution

With dmap; sulfuric acid; Dess-Martin periodane; lithium diisopropyl amide; trimethylamine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; ethylbenzene; water;
DOI:10.1016/j.ejmech.2011.02.073

Reference yield:

: 14155-67-0
(3β,4α,9β,16α,20S)-3-amino-20-(dimethylamino)-16-hydroxy-4-(hydroxymethyl)-4,14-dimethyl-9,19-cyclopregnan-11-one

: 1310344-23-0
3β-[(tert-butoxycarbonyl)amino]-20S-(dimethylamino)-4α-(1-hydroxy-4-methyl-3-oxopentyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Guidance literature:: Multi-step reaction with 4 steps

1.1: methanol / 5 h / 20 °C / Inert atmosphere

2.1: dmap; trimethylamine / dichloromethane / 12 h / 20 °C / Inert atmosphere

3.1: Dess-Martin periodane / dichloromethane; water / 3 h / 20 °C

4.1: lithium diisopropyl amide / tetrahydrofuran; n-heptane; ethylbenzene / 0.25 h / -78 °C / Inert atmosphere

4.2: 3 h / -78 - -10 °C / Inert atmosphere

4.3: Saturated solution

With dmap; Dess-Martin periodane; lithium diisopropyl amide; trimethylamine; In tetrahydrofuran; methanol; n-heptane; dichloromethane; ethylbenzene; water;
DOI:10.1016/j.ejmech.2011.02.073