(24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol

Base Information

Chemical Name:(24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol
CAS No.:157769-84-1
Molecular Formula:C₄₇H₇₆N₄O₆Si₂
Molecular Weight:849.315
Hs Code.:

Synonyms:(24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol

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Chemical Property of (24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol

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Technology Process of (24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol

There total 3 articles about (24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol 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:

: 140221-99-4
1α,3β-bis<(tert-butyldimethylsilyl)oxy>-23,24-bisnorchol-5-en-22-ol

: 157769-84-1
(24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol

Guidance literature:: Multi-step reaction with 5 steps

1: DMSO, oxalyl chloride, Et₃N / CH₂Cl₂ / 0.5 h / -78 °C

2: KMnO₄ / acetone

3: 1.) dicyclohexylcarbodiimide, 4-dimethylaminopyridine, 2.) 1,8-diazabicyclo<5.4.0>undec-7-ene / 1.) CH₂Cl₂, RT, 1.5 h, 2.) CH₂Cl₂, RT, 2 h

4: 1.) N-bromosuccinimide, NaHCO₃, benzoyl peroxide, 2.) n-Bu₄NF, Et₃N / 1.) hexane, reflux, 1 h, 2.) hexane, THF, 0 deg C, 4 h

5: ethyl acetate

With dmap; potassium permanganate; N-Bromosuccinimide; Perbenzoic acid; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; dimethyl sulfoxide; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; dicyclohexyl-carbodiimide; In dichloromethane; ethyl acetate; acetone;
DOI:10.1248/cpb.45.185

Reference yield:

: 157769-83-0
C₃₉H₇₃NO₄Si₂

: 157769-84-1
(24R)-23-aza-1α,3β-bis[(tert-butyldimethylsilyl)oxy]-22-oxo-5α,8α-(3,5-dioxo-4-phenyl-1,2,4-triazolidine-1,2-diyl)-6-ergosten-25-ol

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) N-bromosuccinimide, NaHCO₃, benzoyl peroxide, 2.) n-Bu₄NF, Et₃N / 1.) hexane, reflux, 1 h, 2.) hexane, THF, 0 deg C, 4 h

2: ethyl acetate

With N-Bromosuccinimide; Perbenzoic acid; tetrabutyl ammonium fluoride; sodium hydrogencarbonate; triethylamine; In ethyl acetate;
DOI:10.1248/cpb.45.185