[2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

Base Information

Chemical Name:[2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate
CAS No.:1415087-38-5
Molecular Formula:C₃₀H₄₂O₇S
Molecular Weight:551.686
Hs Code.:

Synonyms:[2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

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Chemical Property of [2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

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Technology Process of [2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

There total 7 articles about [2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate 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: 95.0%

: 1415087-18-1
[2,2,3α,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-ol

: 98-59-9
p-toluenesulfonyl chloride

: 1415087-38-5
[2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

Guidance literature:: With pyridine; for 24h; Cooling with ice;
DOI:10.1016/j.steroids.2012.08.007

Reference yield:

: 6173-64-4
17,20:20,21-bismethylenedioxy-4-pregnen-3-one

: 1415087-38-5
[2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 4 steps

1: lithium; ammonia / tetrahydrofuran / 0.33 h / 20 °C

2: [D]-sodium hydroxide; water-d2 / deuteromethanol; 1,4-dioxane / 22 h / 80 °C / Inert atmosphere; Cooling with ice

3: sodium borodeuteride / 0.67 h / 20 °C / Cooling with ice

4: pyridine / 24 h / Cooling with ice

With pyridine; sodium borodeuteride; [D]-sodium hydroxide; ammonia; water-d2; lithium; In tetrahydrofuran; 1,4-dioxane; deuteromethanol;
DOI:10.1016/j.steroids.2012.08.007

Reference yield:

: 17,20;20,21-bismethylenedioxypregn-4-en-3-one

: 1415087-38-5
[2,2,α3,4,4-d5]-17,20;20,21-bismethylenedioxy-5α-pregnan-3β-yl p-toluenesulfonate

Guidance literature:: Multi-step reaction with 7 steps

1: hydrogenchloride / water

2: sodium tetrahydroborate / methanol; tetrahydrofuran / 0.25 h / 20 °C

3: hydrogen; 10 wt% Pd(OH)2 on carbon / ethyl acetate / 20 °C

4: Jones reagent / acetone / 0.5 h / 20 °C

5: [D]-sodium hydroxide; water-d2 / deuteromethanol; 1,4-dioxane / 22 h / 80 °C / Inert atmosphere; Cooling with ice

6: sodium borodeuteride / 0.67 h / 20 °C / Cooling with ice

7: pyridine / 24 h / Cooling with ice

With pyridine; hydrogenchloride; sodium tetrahydroborate; Jones reagent; sodium borodeuteride; [D]-sodium hydroxide; 10 wt% Pd(OH)2 on carbon; hydrogen; water-d2; In tetrahydrofuran; 1,4-dioxane; methanol; deuteromethanol; water; ethyl acetate; acetone;
DOI:10.1016/j.steroids.2012.08.007