20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

Base Information

Chemical Name:20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one
CAS No.:1310344-34-3
Molecular Formula:C₃₆H₅₂N₂O₂S
Molecular Weight:576.887
Hs Code.:

Synonyms:20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

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Chemical Property of 20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

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Technology Process of 20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

There total 6 articles about 20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one 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: 93.0%

: 1310344-32-1
16α-hydroxy-4β,14α-dimethyl-20S-(methylamino)-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

: 100-39-0
benzyl bromide

: 1310344-34-3
20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

Guidance literature:: With potassium carbonate; In acetonitrile; at 20 ℃; for 16h; Inert atmosphere;
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

: 1310344-34-3
20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

Guidance literature:: Multi-step reaction with 6 steps

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

2.1: pyridine; toluene-4-sulfonic acid / 3.5 h / 20 - 90 °C / Inert atmosphere

3.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 5 h / 100 °C / Inert atmosphere

3.2: 1 h / 0 °C / Inert atmosphere

3.3: 3 h / 10 °C / Inert atmosphere

4.1: water; potassium hydroxide / methanol / 5 h / 20 °C

5.1: trimethylaluminum / 1,2-dichloro-ethane; toluene / 3 h / Reflux; Inert atmosphere

6.1: potassium carbonate / acetonitrile / 16 h / 20 °C / Inert atmosphere

With pyridine; 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; water; trimethylaluminum; potassium carbonate; toluene-4-sulfonic acid; potassium hydroxide; In methanol; dichloromethane; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/j.ejmech.2011.02.073

Reference yield:

: 1310344-29-6
20S-(dimethylamino)-3β-isobutyrylamino-4β,14α-dimethyl-4α-{[(p-methylbenzenesulfonyl)oxy]methyl}-11-oxo-9,19-cyclo-5α,9β-pregnan-16α-yl benzoate

: 1310344-34-3
20S-[benzyl(methyl)amino]-16α-hydroxy-4β,14α-dimethyl-9,19-cyclo-{2'-isopropyl-5',6'-dihydro-4'αH-[1',3']thiazino[4',5':3,4]}-5α,9β-pregnan-11-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone / 5 h / 100 °C / Inert atmosphere

1.2: 1 h / 0 °C / Inert atmosphere

1.3: 3 h / 10 °C / Inert atmosphere

2.1: water; potassium hydroxide / methanol / 5 h / 20 °C

3.1: trimethylaluminum / 1,2-dichloro-ethane; toluene / 3 h / Reflux; Inert atmosphere

4.1: potassium carbonate / acetonitrile / 16 h / 20 °C / Inert atmosphere

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; water; trimethylaluminum; potassium carbonate; potassium hydroxide; In methanol; 1,2-dichloro-ethane; toluene; acetonitrile;
DOI:10.1016/j.ejmech.2011.02.073