3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene

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Chemical Name:3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene
CAS No.:82799-05-1
Molecular Formula:C₂₀H₃₀O₂
Molecular Weight:302.457
Hs Code.:

3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12<sup>(18)</sup>-diene

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Chemical Property of 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene

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Technology Process of 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene

There total 44 articles about 3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene 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: 63.0%

: 213817-06-2
2-((E)-(1S,3R,5R,12S)-1,5,9-Trimethyl-4-oxa-tricyclo[10.3.0.0^3,5]pentadeca-8,13-dien-13-yl)-propan-2-ol

: 82799-05-1,112790-42-8
3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene

Guidance literature:: With 4 Angstroem MS; pyridinium chlorochromate; In dichloromethane; Ambient temperature;
DOI:10.1016/S0040-4039(98)01385-9

Reference yield: 20.0%

: 82798-98-9
13-Keto-1(S),11(R)-dolabell-3(E),7(E),12⁽¹⁸⁾-triene

: 1225496-55-8
C₂₀H₃₀O₂

: 1226516-00-2
3R,4R,7R,8R-diepoxy-13-keto-1R,11S-dolabell-12⁽¹⁸⁾-ene

: 82799-05-1,112790-42-8
3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene

Guidance literature:: With disodium hydrogenphosphate; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 25 ℃; for 1h;
DOI:10.1021/np100074r

Reference yield:

: 162188-27-4
(2E)-4-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-2-methyl-2-buten-1-ol

: 82799-05-1,112790-42-8
3R,4R-epoxy-13-keto-1R,11S-dolabell-7E,12⁽¹⁸⁾-diene

Guidance literature:: Multi-step reaction with 20 steps

1: 80 percent / N-bromosuccinimide; (C₆H₅)3P / CH₂Cl₂ / 2 h / 0 °C

2: (n-C₄H₉)Li / tetrahydrofuran; hexane / 0.67 h / -30 °C

3: 524 mg / Na; NH₃ / tetrahydrofuran / 1 h / -78 °C

4: pyridinium dichromate; molecular sieves 4A / CH₂Cl₂ / 5 h / 20 °C

5: 3.70 g / C₆H₅Li / tetrahydrofuran; cyclohexane; diethyl ether / 0.25 h / 0 °C

6: 85 percent / pyridinium chlorochromate; Al₂O₃ / benzene / 5 h / 40 °C

7: di(isobutyl)aluminum hydride / toluene; hexane / 0.17 h / -78 °C

8: 80 percent / NaH / tetrahydrofuran / 1 h / 0 °C

9: 100 percent / tetra-n-butylammonium fluoride / tetrahydrofuran / 2 h / 20 °C

10: 92 percent / (n-C₄H₉)3P; pyridine / 2 h / 60 °C

11: 90 percent / Oxone(R) / tetrahydrofuran; methanol; H₂O / 3 h / 20 °C

12: 98 percent / di(isobutyl)aluminum hydride / toluene; hexane / 0.25 h / -78 °C

13: 100 percent / D-diethyl tartrate; Ti(O-i-Pr)4; tert-butyl hydroperoxide / CH₂Cl₂ / 6 h / -20 °C

14: 97 percent / 4-dimethylaminopyridine / CH₂Cl₂ / 1.5 h / 20 °C

15: 43 percent / ((CH₃)3Si)2N^(1-)*K⁽¹⁺⁾ / tetrahydrofuran; toluene / 1.5 h / 45 °C

16: 93 percent / CH₃COOH / H₂O / 0.5 h / 45 °C

17: 100 percent / K₂CO₃ / methanol / 1 h / 20 °C

18: 86 percent / tetrahydrofuran / 0.17 h / -78 °C

19: 83 percent / NaH₂PO₄; 5 percent Na-Hg / tetrahydrofuran; methanol / 1 h / 20 °C

20: 63 percent / pyridinium dichromate; molecular sieves 4 Angstroem / CH₂Cl₂ / 5 h / 20 °C

With pyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; aluminum oxide; sodium dihydrogenphosphate; N-Bromosuccinimide; dipyridinium dichromate; n-butyllithium; oxone; sodium amalgam; diisobutylaluminum hydride; Diethyl tartrate; tributylphosphine; 4 A molecular sieve; tetrabutyl ammonium fluoride; ammonia; sodium; potassium hexamethylsilazane; sodium hydride; potassium carbonate; acetic acid; phenyllithium; triphenylphosphine; pyridinium chlorochromate; In tetrahydrofuran; methanol; diethyl ether; hexane; dichloromethane; cyclohexane; water; toluene; benzene; 13: Sharpless oxidation;
DOI:10.1016/S0040-4020(02)01474-6