(25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

Base Information

Chemical Name:(25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct
CAS No.:137649-11-7
Molecular Formula:C₄₈H₆₁N₃O₁₁S
Molecular Weight:888.092
Hs Code.:

(25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

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Chemical Property of (25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

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Technology Process of (25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

There total 9 articles about (25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct 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: 72.0%

: 125315-53-9
22-Oxo-5α,8α-(4-phenyl-3,5-dioxo-1,2,4-triazolidine-1,2-diyl)-23,24-dinor-6-cholene-1α,3β-diyl diacetate

: 80320-89-4
(R)-4-(2-Benzenesulfonyl-ethyl)-2,2,4-trimethyl-[1,3]dioxolane

: 137649-12-8
C₄₆H₅₉N₃O₁₀S

: 137649-11-7,137764-39-7,137764-40-0,137764-41-1,143678-88-0
(25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.666667h;
DOI:10.1021/jo00027a010

Reference yield:

: 20998-18-9
1α,3β-dihydroxy-androst-5-en-17-one

: 137649-11-7,137764-39-7,137764-40-0,137764-41-1,143678-88-0
(25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

Guidance literature:: Multi-step reaction with 9 steps

1: t-BuOK / tetrahydrofuran / 33 h / Ambient temperature

2: 4-(dimethylamino)pyridine, pyridine / 0.75 h / Ambient temperature

3: 80 percent / boron trifluoride etherate / CH₂Cl₂ / 1 h / Ambient temperature

4: 98 percent / H₂ / 5percent Pt/C / ethanol / Ambient temperature

5: N-bromosuccinimide / CCl₄ / 0.25 h / Heating

6: 1.) n-Bu₄NBr, 2.) n-Bu₄NF / 1.) THF, r.t., 1 h, 2.) hexane, r.t., 45 min

7: ethyl acetate

8: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) to r.t., 50 min

9: 72 percent / LDA / tetrahydrofuran / 0.67 h / -78 °C

With pyridine; dmap; N-Bromosuccinimide; oxalyl dichloride; boron trifluoride diethyl etherate; potassium tert-butylate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; platinum on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00027a010

Reference yield:

: 81481-21-2
(Z)-1α,3β-pregna-5,17(20)-diene-1,3-diol

: 137649-11-7,137764-39-7,137764-40-0,137764-41-1,143678-88-0
(25R)-23-(phenylsulfonyl)-5,7-cholestadiene-1α,3β,22,25,26-pentol 1,3-diacetate 25,26-acetonide 4-phenyl-1,2,4-triazoline-3,5-dione adduct

Guidance literature:: Multi-step reaction with 8 steps

1: 4-(dimethylamino)pyridine, pyridine / 0.75 h / Ambient temperature

2: 80 percent / boron trifluoride etherate / CH₂Cl₂ / 1 h / Ambient temperature

3: 98 percent / H₂ / 5percent Pt/C / ethanol / Ambient temperature

4: N-bromosuccinimide / CCl₄ / 0.25 h / Heating

5: 1.) n-Bu₄NBr, 2.) n-Bu₄NF / 1.) THF, r.t., 1 h, 2.) hexane, r.t., 45 min

6: ethyl acetate

7: 1.) DMSO, oxalyl chloride, 2.) Et₃N / 1.) CH₂Cl₂, -78 deg C, 15 min, 2.) to r.t., 50 min

8: 72 percent / LDA / tetrahydrofuran / 0.67 h / -78 °C

With pyridine; dmap; N-Bromosuccinimide; oxalyl dichloride; boron trifluoride diethyl etherate; tetrabutyl ammonium fluoride; tetrabutylammomium bromide; hydrogen; dimethyl sulfoxide; triethylamine; lithium diisopropyl amide; platinum on activated charcoal; In tetrahydrofuran; tetrachloromethane; ethanol; dichloromethane; ethyl acetate;
DOI:10.1021/jo00027a010