(20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

Base Information

Chemical Name:(20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate
CAS No.:1448314-73-5
Molecular Formula:C₃₈H₅₂O₈S
Molecular Weight:668.892
Hs Code.:

Synonyms:(20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

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Chemical Property of (20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

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Technology Process of (20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

There total 4 articles about (20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-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: 51.0%

: 108-24-7
acetic anhydride

: 60433-68-3
(25R)-12-oxo-5α-spirostan-3β-yl tosylate

: 1448314-73-5
(20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

Guidance literature:: acetic anhydride; (25R)-12-oxo-5α-spirostan-3β-yl tosylate; With boron trifluoride diethyl etherate; In dichloromethane; at 20 ℃; for 0.333333h;

acetic anhydride; With pyridine; at 20 ℃; for 0.5h;
DOI:10.1016/j.steroids.2013.04.014

Reference yield:

: 915-35-5
hecogenin acetate

: 1448314-73-5
(20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium hydroxide / methanol

2.1: pyridine / dichloromethane / 24 h / 4 °C

3.1: boron trifluoride diethyl etherate / dichloromethane / 0.33 h / 20 °C

3.2: 0.5 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; potassium hydroxide; In methanol; dichloromethane;
DOI:10.1016/j.steroids.2013.04.014

Reference yield:

: 98-59-9
p-toluenesulfonyl chloride

: 1448314-73-5
(20S,25R)-12,23-cyclo-22-oxo-5α-cholest-12(23)-ene-3β,16β,26-triyl 16,26-diacetate 3-tosylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: pyridine / dichloromethane / 24 h / 4 °C

2.1: boron trifluoride diethyl etherate / dichloromethane / 0.33 h / 20 °C

2.2: 0.5 h / 20 °C

With pyridine; boron trifluoride diethyl etherate; In dichloromethane;
DOI:10.1016/j.steroids.2013.04.014