4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

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Chemical Name:4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate
CAS No.:1310344-16-1
Molecular Formula:C₃₇H₅₁N₅O₅
Molecular Weight:645.842
Hs Code.:

Synonyms:4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

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Chemical Property of 4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

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Technology Process of 4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

There total 4 articles about 4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-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: 74.0%

: 1310344-15-0
16α-(benzoyloxy)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-4α-carboxylic acid

: 1310344-16-1
4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Guidance literature:: 16α-(benzoyloxy)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-4α-carboxylic acid; With oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; at -20 ℃; for 0.25h; Inert atmosphere;

With sodium azide; In dichloromethane; water; at 0 - 20 ℃; for 3h;
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

: 1310344-16-1
4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Guidance literature:: Multi-step reaction with 3 steps

1.1: pyridine / dichloromethane / 13 h / 0 - 20 °C / Inert atmosphere

2.1: Jones reagent / acetone / 1 h / 0 - 20 °C

3.1: oxalyl dichloride; triethylamine; N,N-dimethyl-formamide / dichloromethane / 0.25 h / -20 °C / Inert atmosphere

3.2: 3 h / 0 - 20 °C

With pyridine; Jones reagent; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; acetone;
DOI:10.1016/j.ejmech.2011.02.073

Reference yield:

: 1310344-14-9
N-[20S-(dimethylamino)-3β-(isobutanamido)-4α-(hydroxymethyl)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl] benzoate

: 1310344-16-1
4α-(azidocarbonyl)-20S-(dimethylamino)-3β-(isobutanamido)-4β,14α-dimethyl-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

Guidance literature:: Multi-step reaction with 2 steps

1.1: Jones reagent / acetone / 1 h / 0 - 20 °C

2.1: oxalyl dichloride; triethylamine; N,N-dimethyl-formamide / dichloromethane / 0.25 h / -20 °C / Inert atmosphere

2.2: 3 h / 0 - 20 °C

With Jones reagent; oxalyl dichloride; triethylamine; N,N-dimethyl-formamide; In dichloromethane; acetone;
DOI:10.1016/j.ejmech.2011.02.073