pentalenolactone F

Base Information

Chemical Name:pentalenolactone F
CAS No.:89163-61-1
Molecular Formula:C₁₅H₁₈O₅
Molecular Weight:278.305
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 pentalenolactone F

Chemical Property:

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Technology Process of pentalenolactone F

There total 17 articles about pentalenolactone F 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:

: 84000-26-0,85441-63-0,89163-62-2,89163-63-3,116002-66-5
pentalenolactone F methyl ester

: 85416-36-0,89163-61-1,116002-67-6
pentalenolactone F

Guidance literature:: pentalenolactone F methyl ester; With water; potassium carbonate; In methanol; for 24h; Reflux;

With hydrogenchloride; In water; pH=2;
DOI:10.1021/ja111279h

Reference yield:

: 89111-51-3
3-pentalenen-6-ol

: 85416-36-0,89163-61-1,116002-67-6
pentalenolactone F

Guidance literature:: Multi-step reaction with 12 steps

1: 71 percent / hydroboration-oxidation

2: 87 percent / 15 h / 85 °C

3: 86 percent / SeO₂ / ethanol / 24 h / Heating

4: NaCN/MnO₂/AcOH / room temp., 18 h

5: 78 percent / 0 °C / Jones oxidation

6: 1.) TMSOTf, Et₃N; 2.) NBS / 1.) benzene, room temp., 10 min; 2.) THF, 5 min

7: 30 percent / Et₃N, NaHCO₃ / benzene / 24 h / Ambient temperature

8: 80 percent / (TMS)2NH / benzene / 2 h / Ambient temperature

9: 1.) mCPBA; 2.) NaIO₄ / 1.) hexane, - 15 deg C, 30 min; room temp., 2h; 2.) H₂O-t-BuOH, room temp., 4h

10: 1.) NaBH₄; 2.) 2N HCl / 1.) EtOH, 0 degC, 10 min; 2.) pH 2, room temp., 2 h

11: 40 percent / 30percent H₂O₂ / methanol; H₂O / 24 h / Ambient temperature

12: 1.) LiOH; 2.) 1N HCl / 1.) H₂O-THF, room temp.; 2.) pH 2, room temp., 2 h

With hydrogenchloride; manganese(IV) oxide; lithium hydroxide; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; selenium(IV) oxide; trimethylsilyl trifluoromethanesulfonate; sodium cyanide; dihydrogen peroxide; sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; ethanol; water; benzene;
DOI:10.1016/S0040-4039(00)94293-X

Reference yield:

: 89111-52-4,89163-66-6
(1R,2R,3aR,4S,5aR,8aS)-1,4,7,7-Tetramethyl-octahydro-cyclopenta[c]pentalene-2,3a-diol

: 85416-36-0,89163-61-1,116002-67-6
pentalenolactone F

Guidance literature:: Multi-step reaction with 11 steps

1: 87 percent / 15 h / 85 °C

2: 86 percent / SeO₂ / ethanol / 24 h / Heating

3: NaCN/MnO₂/AcOH / room temp., 18 h

4: 78 percent / 0 °C / Jones oxidation

5: 1.) TMSOTf, Et₃N; 2.) NBS / 1.) benzene, room temp., 10 min; 2.) THF, 5 min

6: 30 percent / Et₃N, NaHCO₃ / benzene / 24 h / Ambient temperature

7: 80 percent / (TMS)2NH / benzene / 2 h / Ambient temperature

8: 1.) mCPBA; 2.) NaIO₄ / 1.) hexane, - 15 deg C, 30 min; room temp., 2h; 2.) H₂O-t-BuOH, room temp., 4h

9: 1.) NaBH₄; 2.) 2N HCl / 1.) EtOH, 0 degC, 10 min; 2.) pH 2, room temp., 2 h

10: 40 percent / 30percent H₂O₂ / methanol; H₂O / 24 h / Ambient temperature

11: 1.) LiOH; 2.) 1N HCl / 1.) H₂O-THF, room temp.; 2.) pH 2, room temp., 2 h

With hydrogenchloride; manganese(IV) oxide; lithium hydroxide; sodium tetrahydroborate; sodium periodate; N-Bromosuccinimide; selenium(IV) oxide; trimethylsilyl trifluoromethanesulfonate; sodium cyanide; dihydrogen peroxide; sodium hydrogencarbonate; acetic acid; triethylamine; 3-chloro-benzenecarboperoxoic acid; 1,1,1,3,3,3-hexamethyl-disilazane; In methanol; ethanol; water; benzene;
DOI:10.1016/S0040-4039(00)94293-X