dl-Castelanolide

Base Information

Chemical Name:dl-Castelanolide
CAS No.:80326-84-7
Molecular Formula:C₂₀H₂₈O₆
Molecular Weight:364.439
Hs Code.:

Synonyms:

Suppliers and Price of dl-Castelanolide

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of dl-Castelanolide

Chemical Property:

Purity/Quality:

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Technology Process of dl-Castelanolide

There total 17 articles about dl-Castelanolide 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: 91.0%

: 80326-95-0
(1α,2α)-12-(Acetyloxy)-1,2-dihydroxypicras-12-ene-11,16-dione

: 80326-84-7,33426-24-3
dl-Castelanolide

Guidance literature:: With potassium carbonate; In methanol; for 0.25h;
DOI:10.1021/jo00342a055

Reference yield:

: 75924-46-8
(1β,9β,16β)-1-hydroxy-16-methoxypicras-12-ene

: 80326-84-7,33426-24-3
dl-Castelanolide

Guidance literature:: Multi-step reaction with 15 steps

1: 97 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 2.5 h / Ambient temperature

2: 81 percent / 1.)Diborane, 2.)3 N NaOH, 30percent H₂O₂ / tetrahydrofuran / 1.)R_.T_., 3 h, 2.)50 deg C, 2 h

3: 75 percent / 1.)NaH, 2.)tetra-n-butylammonium iodide / tetrahydrofuran; hexamethylphosphoric acid triamide / 1.)0 deg C, 2.)55 deg C, 17 h

4: 96 percent / pyridinium p-toluenesulfonate / methanol; tetrahydrofuran / 3.5 h / 55 °C

5: 92 percent / CrO₃*Py₂ / CH₂Cl₂ / Ambient temperature

6: 77 percent / Li-Diisopropylamine, hexamethylphosphoramide / tetrahydrofuran / 1.)0 deg C, 1,5 h; 2.)25 deg C, 2 h

7: 90 percent / Li / ethylamine, t-butylalcohol / tetrahydrofuran / 1.)0 deg C, 40 min, 2.)1h, reflux

8: 91 percent / CrO₃*Py₂ / CH₂Cl₂ / R_.T_., 30 min.

9: 45 percent / Li-diisopropylamine, oxodiperoxy(pyridine)(hexamethylphosphorictriamide)molybdenum / tetrahydrofuran / -10 deg C, 5 min.

10: 91 percent / Na-methoxide, DMSO / methanol / 1.)55 deg C, 1 h, 2.)95 deg C, 1,5 h

11: 10percent HCl / tetrahydrofuran / 1 h / Heating

12: Ag₂CO₃ / benzene / 2.5 h / Heating

13: 90 percent / pyridine / 1.25 h / Ambient temperature

14: 1.)OsO₄, 2.)NaHSO₃ / 1.)pyridine, R_.T_., 25 min., 2.)pyridine, water, R_.T_., 1 h

15: 91 percent / K₂CO₃ / methanol / 0.25 h

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; osmium(VIII) oxide; MoO₅*pyridine*HMPA; dihydrogen peroxide; sodium methylate; pyridinium p-toluenesulfonate; tetra-(n-butyl)ammonium iodide; lithium; dipyridine chromium trioxide; sodium hydride; potassium carbonate; sodium hydrogensulfite; ethylamine; dimethyl sulfoxide; silver carbonate; diborane; tert-butyl alcohol; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; dichloromethane; benzene;
DOI:10.1021/jo00187a009

Reference yield:

: 80326-89-2
(9β,12β,16β)-16-Methoxypicras-1-en-12-ol

: 80326-84-7,33426-24-3
dl-Castelanolide

Guidance literature:: Multi-step reaction with 8 steps

1: 91 percent / CrO₃*Py₂ / CH₂Cl₂ / R_.T_., 30 min.

2: 45 percent / Li-diisopropylamine, oxodiperoxy(pyridine)(hexamethylphosphorictriamide)molybdenum / tetrahydrofuran / -10 deg C, 5 min.

3: 91 percent / Na-methoxide, DMSO / methanol / 1.)55 deg C, 1 h, 2.)95 deg C, 1,5 h

4: 10percent HCl / tetrahydrofuran / 1 h / Heating

5: Ag₂CO₃ / benzene / 2.5 h / Heating

6: 90 percent / pyridine / 1.25 h / Ambient temperature

7: 1.)OsO₄, 2.)NaHSO₃ / 1.)pyridine, R_.T_., 25 min., 2.)pyridine, water, R_.T_., 1 h

8: 91 percent / K₂CO₃ / methanol / 0.25 h

With hydrogenchloride; osmium(VIII) oxide; MoO₅*pyridine*HMPA; sodium methylate; dipyridine chromium trioxide; potassium carbonate; sodium hydrogensulfite; dimethyl sulfoxide; silver carbonate; lithium diisopropyl amide; In tetrahydrofuran; pyridine; methanol; dichloromethane; benzene;
DOI:10.1021/jo00187a009