11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide

Base Information

Chemical Name:11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide
CAS No.:123489-82-7
Molecular Formula:C₂₁H₂₆O₂Se
Molecular Weight:389.396
Hs Code.:

Synonyms:

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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 11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide

Chemical Property:

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Technology Process of 11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide

There total 12 articles about 11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide 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:

: 126784-57-4
3-oxo-5,7,11αH,4,8βH-eudesman-8,12-olide

: 123489-82-7
11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide

Guidance literature:: Multi-step reaction with 8 steps

1: 13 percent / NaBH₄ / ethanol / 0.75 h / 0 °C

2: 95 percent / pyridine / 24 h / 0 °C

3: 76 percent / Li₂CO₃ / dimethylformamide / 3 h / 140 °C

4: 60 percent / xylene; propan-2-ol / 4 h / Ambient temperature; Irradiation

5: 1) LDA, 2) HMPA / 1) THF, hexane, -78 deg C, 1 h, 2) THF, a) -78 deg C, 1 h, b) -35 deg C, 45 min

6: 1M aq.NaOH / aq. ethanol / 0.75 h / Heating

7: Et₃N / tetrahydrofuran / 3 h / 0 °C

8: 0.25 M aq.NaOH / 30 h / 50 °C

With pyridine; N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; sodium tetrahydroborate; lithium carbonate; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; isopropyl alcohol; xylene;
DOI:10.1016/S0040-4020(01)89024-4

Reference yield:

: 143282-22-8
5,7,11αH,8βH-eudesm-3-en-8,12-olide

: 123489-82-7
11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide

Guidance literature:: Multi-step reaction with 5 steps

1: 60 percent / xylene; propan-2-ol / 4 h / Ambient temperature; Irradiation

2: 1) LDA, 2) HMPA / 1) THF, hexane, -78 deg C, 1 h, 2) THF, a) -78 deg C, 1 h, b) -35 deg C, 45 min

3: 1M aq.NaOH / aq. ethanol / 0.75 h / Heating

4: Et₃N / tetrahydrofuran / 3 h / 0 °C

5: 0.25 M aq.NaOH / 30 h / 50 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; triethylamine; lithium diisopropyl amide; In tetrahydrofuran; ethanol; isopropyl alcohol; xylene;
DOI:10.1016/S0040-4020(01)89024-4

Reference yield:

: 143282-21-7
3α-chloro-5,7,11αH,4,8βH-eudesman-8,12-olide

: 123489-82-7
11β-phenylseleno-5,7,8αH-eudesm-4(15)-en-8,12-olide

Guidance literature:: Multi-step reaction with 6 steps

1: 92 percent / LiBr, Li₂CO₃ / dimethylformamide / 2.25 h / 140 °C

2: 60 percent / xylene; propan-2-ol / 4 h / Ambient temperature; Irradiation

3: 1) LDA, 2) HMPA / 1) THF, hexane, -78 deg C, 1 h, 2) THF, a) -78 deg C, 1 h, b) -35 deg C, 45 min

4: 1M aq.NaOH / aq. ethanol / 0.75 h / Heating

5: Et₃N / tetrahydrofuran / 3 h / 0 °C

6: 0.25 M aq.NaOH / 30 h / 50 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; sodium hydroxide; lithium carbonate; triethylamine; lithium bromide; lithium diisopropyl amide; In tetrahydrofuran; ethanol; N,N-dimethyl-formamide; isopropyl alcohol; xylene;
DOI:10.1016/S0040-4020(01)89024-4