Forskolin Racemate

Base Information

Chemical Name:Forskolin Racemate
CAS No.:66428-89-5
Molecular Formula:C₂₂H₃₄O₇
Molecular Weight:410.508
Hs Code.:
NSC Number:375489
DSSTox Substance ID:DTXSID00860823
Wikidata:Q27165646
ChEMBL ID:CHEMBL1358402

Synonyms:Forskolin Racemate;66428-89-5;1H-Naphtho[2,1-b]pyran-1-one,5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-;SR-01000075497;UPCMLD-DP135;Lopac0_000487;CHEMBL1358402;SCHEMBL14614874;UPCMLD-DP135:001;UPCMLD-DP135:002;CHEBI:93891;DTXSID00860823;HMS3261B15;Tox21_500487;AKOS030228565;CCG-204578;LP00487;NCGC00015445-02;NCGC00015445-03;NCGC00015445-04;NCGC00015445-05;NCGC00093892-01;NCGC00161668-01;NCGC00162171-01;NCGC00261172-01;EU-0100487;FT-0626543;F 6886;SR-01000075497-1;SR-01000075497-5;BRD-A70449690-001-01-4;Q27165646;1H-Naphtho[2, 5-(acetyloxy)-3-ethenyldodecahydro-6,10,10b-trihydroxy- 3,4a,7,7,10a-pentamethyl-, [3R-(3.alpha.,4a.beta., 5.beta.,6.beta.,6a.alpha.,10.alpha.,10a.beta.,10b.alpha.)]-;3-Ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxododecahydro-1H-naphtho[2,1-b]pyran-5-yl acetate;acetic acid (3-ethenyl-6,10,10b-trihydroxy-3,4a,7,7,10a-pentamethyl-1-oxo-5,6,6a,8,9,10-hexahydro-2H-benzo[f][1]benzopyran-5-yl) ester

Suppliers and Price of Forskolin Racemate

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Adipogen Life Sciences
Forskolin ≥99%(HPLC)
5 mg
$ 45.00

Total 35 raw suppliers

Chemical Property of Forskolin Racemate

Chemical Property:

Appearance/Colour:Brown powder
Melting Point:277oC
Boiling Point:519.9±50.0 °C(Predicted)
PKA:11.00±0.70(Predicted)
PSA：113.29000
Density:1.23±0.1 g/cm3(Predicted)
LogP:1.51990
XLogP3:1
Hydrogen Bond Donor Count:3
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:3
Exact Mass:410.23045342
Heavy Atom Count:29
Complexity:747

Purity/Quality:

99% ^*data from raw suppliers

Forskolin ≥99%(HPLC) ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CC(=O)OC1C(C2C(CCC(C2(C3(C1(OC(CC3=O)(C)C=C)C)O)C)O)(C)C)O

Technology Process of Forskolin Racemate

There total 69 articles about Forskolin Racemate 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: 86.0%

: 108-24-7
acetic anhydride

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

: 66428-89-5,66575-29-9,112420-42-5,119618-17-6,132620-07-6,64657-11-0
(±)-forskolin

Guidance literature:: With pyridine; at 0 ℃; for 20h;
DOI:10.1002/anie.201706809

Reference yield:

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

: 66428-89-5,66575-29-9,112420-42-5,119618-17-6,132620-07-6,64657-11-0
(±)-forskolin

Guidance literature:: Multi-step reaction with 35 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

35: 85 percent / pyridine / 9 h / 0 °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

Reference yield:

: 141424-11-5
4,4-dimethyl-5-(tetrahydro-2H-pyran-2-yloxy)pentanal

: 66428-89-5,66575-29-9,112420-42-5,119618-17-6,132620-07-6,64657-11-0
(±)-forskolin

Guidance literature:: Multi-step reaction with 34 steps

2: tetrahydrofuran / 0.5 h / -78 °C

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

4: DMAP / CH₂Cl₂ / 2 h / Heating

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

6: 25 percent / toluene / 5 h / 220 - 230 °C / in sealed tube

7: 90 percent / OsO₄, Me₃NO, pyridine / 2-methyl-propan-2-ol; H₂O / 18 h / Heating

8: 81 percent / SO₃-pyridine, Et₃N / 20 h / 20 °C

9: 85 percent / NaTeH / ethanol / 0.5 h / 23 °C

10: 87 percent / t-BuNH₃-BH₃ / methanol / 21 h / 23 °C

11: 95 percent / TsOH / benzene / 1 h / 23 °C

12: 94 percent / MCPBA / CH₂Cl₂ / 0.5 h / -25 °C

13: 68 percent / CaCO₃ / toluene / 70 h / Heating

14: 92 percent / LiOMe / tetrahydrofuran / 72 h / 23 °C

15: 89 percent / LiAlH₄ / diethyl ether / 1 h / Heating

16: 90 percent / DMAP / 1,2-dichloro-ethane / 6 h / Heating

17: 83 percent / 1.) OsO₄, 2.) H₂S / 1.) pyridine, 20 deg C, 30 h, 2.) chloroform - dioxane, 23 deg C, 0.5 h

18: 91 percent / NaH / hexamethylphosphoric acid triamide; tetrahydrofuran / 3 h / 23 °C

19: 95 percent / TsOH / CHCl₃; methanol / 0.67 h / 20 °C

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

21: 95 percent / TsOH / 0.25 h / 20 °C

22: 95 percent / LiAlH₄ / diethyl ether / 0.17 h / 0 °C

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

24: 80 percent / tetrahydrofuran / 2 h / -78 - 20 °C

25: 79 percent / MnO₂ / benzene / 3 h / 23 °C

26: 93 percent / diethyl ether / 0.25 h / -78 °C

27: 95 percent / 1.) 3 N HCl - THF, 23 deg C, 1 h, then 0.2 N KOH - THF - MeOH, 23 deg C, 20 min

28: 78 percent / 1.) PhSeCl, 2.) Ra-Ni(W-2) / 1.) CH₂Cl₂, 0 deg C, 38 h, 2.) EtOH, reflux, 5 min

29: 97 percent / n-Bu₄NF / tetrahydrofuran / 5 h / 23 °C

30: 89 percent / n-Bu₃P / tetrahydrofuran / 0.5 h / 23 °C

31: 84 percent / 30percent H₂O₂ / CH₂Cl₂ / 20 h / 18 °C

32: 96 percent / 1.) DDQ, 2.) K₂CO₃ / 1.) CH₂Cl₂ - H₂O, 23 deg C, 48 h, 2.) MeOH, 23 deg C, 40 min

33: 77 percent / aq. HClO₄; tetrahydrofuran / 60 h / 23 °C

34: 85 percent / pyridine / 9 h / 0 °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