{20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

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Chemical Name:{20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate
CAS No.:1310344-10-5
Molecular Formula:C₃₅H₄₉F₃N₂O₆S
Molecular Weight:682.845
Hs Code.:

Synonyms:{20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

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Chemical Property of {20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

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Technology Process of {20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

There total 4 articles about {20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate 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: 50.0%

: 1310344-09-2
20S-(dimethylamino)-4α-(hydroxymethyl)-4β,14α-dimethyl-11-oxo-3β-[(trifluoro acetyl)amino]-9,19-cyclo-5α,9β-pregnan-16α-yl acetate

: 98-59-9
p-toluenesulfonyl chloride

: 1310344-10-5
{20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

Guidance literature:: 20S-(dimethylamino)-4α-(hydroxymethyl)-4β,14α-dimethyl-11-oxo-3β-[(trifluoro acetyl)amino]-9,19-cyclo-5α,9β-pregnan-16α-yl acetate; With toluene-4-sulfonic acid; sodium sulfate; In methanol; at 20 ℃; for 1h; Inert atmosphere;

p-toluenesulfonyl chloride; With pyridine; at 90 ℃; for 3h; Inert atmosphere;

With water; potassium carbonate; In methanol; at 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

: 1310344-10-5
{20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: sulfuric acid / methanol

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

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

4.1: toluene-4-sulfonic acid; sodium sulfate / methanol / 1 h / 20 °C / Inert atmosphere

4.2: 3 h / 90 °C / Inert atmosphere

4.3: 3 h / 20 °C

With pyridine; sulfuric acid; toluene-4-sulfonic acid; sodium sulfate; In methanol; dichloromethane;
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

: 1310344-10-5
{20S-(dimethylamino)-16α-hydroxy-4β,14α-dimethyl-11-oxo-3β-[(trifluoroacetyl)amino]-9,19-cyclo-5α,9β-pregnan-4α-yl}methyl tosylate

Guidance literature:: Multi-step reaction with 3 steps

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

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

3.1: toluene-4-sulfonic acid; sodium sulfate / methanol / 1 h / 20 °C / Inert atmosphere

3.2: 3 h / 90 °C / Inert atmosphere

3.3: 3 h / 20 °C

With pyridine; toluene-4-sulfonic acid; sodium sulfate; In methanol; dichloromethane;
DOI:10.1016/j.ejmech.2011.02.073