(+/-)-desacetyl forskolin

Base Information Edit

Chemical Name:(+/-)-desacetyl forskolin
CAS No.:132620-06-5
Molecular Formula:C₂₀H₃₂O₆
Molecular Weight:368.47
Hs Code.:
Mol file:132620-06-5.mol

Synonyms:

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Chemical Property of (+/-)-desacetyl forskolin Edit

Chemical Property:

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Technology Process of (+/-)-desacetyl forskolin

There total 96 articles about (+/-)-desacetyl forskolin 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: 79.0%

: C₂₆H₄₀O₆

: 64657-20-1,66428-84-0,114298-68-9,119618-16-5,132620-06-5,132620-08-7
(+/-)-desacetyl forskolin

Guidance literature:: With toluene-4-sulfonic acid; In tetrahydrofuran; water; at 23 ℃; for 288h;
DOI:10.1002/anie.201706809

Reference yield: 77.0%

: 114273-88-0,115224-64-1
(3aR,3bS,5S,7aR,7bS,8R,11aR,11bR)-7a,8-Dihydroxy-2,2,3b,5,7b,11,11-heptamethyl-5-vinyl-dodecahydro-1,3,4-trioxa-cyclopenta[l]phenanthren-7-one

: 64657-20-1,66428-84-0,114298-68-9,119618-16-5,132620-06-5,132620-08-7
(+/-)-desacetyl forskolin

Guidance literature:: In tetrahydrofuran; perchloric acid; at 23 ℃; for 60h;
DOI:10.1021/ja00219a058

Reference yield:

: 13051-32-6
dimethyl 2,2-dimethylglutarate

: 64657-20-1,66428-84-0,114298-68-9,119618-16-5,132620-06-5,132620-08-7
(+/-)-desacetyl forskolin

Guidance literature:: Multi-step reaction with 34 steps

3: tetrahydrofuran / 0.5 h / -78 °C

4: H₂, quinoline / Lindlar catalyst / benzene / 2 h / 25 °C

5: DMAP / CH₂Cl₂ / 2 h / Heating

6: 35 percent / Pd(PPh₃)4, Et₃N / tetrahydrofuran / 5 h / Heating

7: 25 percent / toluene / 5 h / 220 - 230 °C / in sealed tube

8: 90 percent / OsO₄, Me₃NO, pyridine / 2-methyl-propan-2-ol; H₂O / 18 h / Heating

9: 81 percent / SO₃-pyridine, Et₃N / 20 h / 20 °C

10: 85 percent / NaTeH / ethanol / 0.5 h / 23 °C

11: 87 percent / t-BuNH₃-BH₃ / methanol / 21 h / 23 °C

12: 95 percent / TsOH / benzene / 1 h / 23 °C

13: 94 percent / MCPBA / CH₂Cl₂ / 0.5 h / -25 °C

14: 68 percent / CaCO₃ / toluene / 70 h / Heating

15: 92 percent / LiOMe / tetrahydrofuran / 72 h / 23 °C

16: 89 percent / LiAlH₄ / diethyl ether / 1 h / Heating

17: 90 percent / DMAP / 1,2-dichloro-ethane / 6 h / Heating

18: 83 percent / 1.) OsO₄, 2.) H₂S / 1.) pyridine, 20 deg C, 30 h, 2.) chloroform - dioxane, 23 deg C, 0.5 h

19: 91 percent / NaH / hexamethylphosphoric acid triamide; tetrahydrofuran / 3 h / 23 °C

20: 95 percent / TsOH / CHCl₃; methanol / 0.67 h / 20 °C

21: 96 percent / pyridine / 2 h / 20 °C

22: 95 percent / TsOH / 0.25 h / 20 °C

23: 95 percent / LiAlH₄ / diethyl ether / 0.17 h / 0 °C

24: 78 percent / SO₃-pyridine, Et₃N / dimethylsulfoxide / 16 h / 23 °C

25: 80 percent / tetrahydrofuran / 2 h / -78 - 20 °C

26: 79 percent / MnO₂ / benzene / 3 h / 23 °C

27: 93 percent / diethyl ether / 0.25 h / -78 °C

28: 95 percent / 1.) 3 N HCl - THF, 23 deg C, 1 h, then 0.2 N KOH - THF - MeOH, 23 deg C, 20 min

29: 78 percent / 1.) PhSeCl, 2.) Ra-Ni(W-2) / 1.) CH₂Cl₂, 0 deg C, 38 h, 2.) EtOH, reflux, 5 min

30: 97 percent / n-Bu₄NF / tetrahydrofuran / 5 h / 23 °C

31: 89 percent / n-Bu₃P / tetrahydrofuran / 0.5 h / 23 °C

32: 84 percent / 30percent H₂O₂ / CH₂Cl₂ / 20 h / 18 °C

33: 96 percent / 1.) DDQ, 2.) K₂CO₃ / 1.) CH₂Cl₂ - H₂O, 23 deg C, 48 h, 2.) MeOH, 23 deg C, 40 min

34: 77 percent / aq. HClO₄; tetrahydrofuran / 60 h / 23 °C

With pyridine; quinoline; dmap; manganese(IV) oxide; osmium(VIII) oxide; lithium aluminium tetrahydride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; Phenylselenyl chloride; sodium hydrogen telluride; pyridine-SO₃ complex; trimethylamine-N-oxide; tributylphosphine; Ra-Ni(W-2); N-tert-butylaminoborane; hydrogen sulfide; lithium methanolate; tetrabutyl ammonium fluoride; hydrogen; dihydrogen peroxide; sodium hydride; potassium carbonate; triethylamine; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; calcium carbonate; Lindlar's catalyst; toluene-4-sulfonic acid; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; perchloric acid; diethyl ether; ethanol; dichloromethane; chloroform; water; dimethyl sulfoxide; 1,2-dichloro-ethane; toluene; tert-butyl alcohol; benzene;
DOI:10.1021/ja00219a058