Griseochelin

Base Information

Chemical Name:Griseochelin
CAS No.:91920-88-6
Molecular Formula:C₃₃H₆₀O₇
Molecular Weight:568.835
Hs Code.:29419000
Nikkaji Number:J40.708I
Wikipedia:Zincophorin
Metabolomics Workbench ID:104800
Mol file:91920-88-6.mol

Synonyms:antibiotic M144255;griseochelin;M 144255;M-144255;zincophorin

Suppliers and Price of Griseochelin

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

American Custom Chemicals Corporation
GRISEOCHELIN 95.00%
5MG
$ 502.44

Total 5 raw suppliers

Chemical Property of Griseochelin

Chemical Property:

Vapor Pressure:1.86E-23mmHg at 25°C
Melting Point:72-77 °C
Boiling Point:712.6 °C at 760 mmHg
PKA:4.39±0.10(Predicted)
Flash Point:214.6 °C
PSA：127.45000
Density:1.047 g/cm³
LogP:5.59770
XLogP3:6.7
Hydrogen Bond Donor Count:5
Hydrogen Bond Acceptor Count:7
Rotatable Bond Count:17
Exact Mass:568.43390425
Heavy Atom Count:40
Complexity:796

Purity/Quality:

≥98% ^*data from raw suppliers

GRISEOCHELIN 95.00% ^*data from reagent suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:CCCC(C)C=C(C)C(C(C)C=CCCC(C(C)C(C(C)C(C(C)C1C(CCC(O1)C(C)C(=O)O)C)O)O)O)O
Isomeric SMILES:CCCC(C)/C=C(\C)/C(C(C)/C=C/CCC(C(C)C(C(C)C(C(C)C1C(CCC(O1)C(C)C(=O)O)C)O)O)O)O

Technology Process of Griseochelin

There total 67 articles about Griseochelin 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: 99.0%

: 95721-46-3
(S)-methyl 2-((2S,5S,6S)-5-methyl-6-((2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)tetrahydro-2H-pyran-2-yl)propanoate

: 91920-88-6,95673-10-2
zincophorin

Guidance literature:: (S)-methyl 2-((2S,5S,6S)-5-methyl-6-((2S,3S,4S,5S,6S,7R,10E,12R,13R,14E,16R)-3,5,7,13-tetrahydroxy-4,6,12,14,16-pentamethylnonadeca-10,14-dien-2-yl)tetrahydro-2H-pyran-2-yl)propanoate; With lithium hydroxide; water; In tetrahydrofuran; methanol;

With hydrogenchloride;
DOI:10.1002/anie.200460434

Reference yield:

: (Z)-(S)-4-Methyl-5-triisopropylsilanyloxy-pent-2-en-1-ol

: 91920-88-6,95673-10-2
zincophorin

Guidance literature:: Multi-step reaction with 32 steps

1.1: MCPBA / CH₂Cl₂ / -78 - -45 °C

2.1: tBuOK / tetrahydrofuran / -78 °C

3.1: dimethylformamide / 0 °C

4.1: H₂ / PtO₂ / ethanol / 20 °C

4.2: 89 percent / Ti(OiPr)4 / dimethylformamide / 100 °C

5.1: DIBAL-H / CH₂Cl₂ / -78 °C

6.1: pyridine; DMAP / -78 - 20 °C

7.1: 11 percent / TiCl₃(OiPr) / CH₂Cl₂ / -78 °C

8.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

9.1: Ca; NH₃ / tetrahydrofuran / -78 °C

10.1: Ti(OiPr)4; D-(-)-diisopropyl tartrate; tert-butyl hydroperoxide / 4A MS / CH₂Cl₂ / -23 °C

11.1: 92 percent / diethyl ether / -40 - 0 °C

12.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

13.1: tBuOK / tetrahydrofuran / -78 °C

14.1: DIBAL-H / tetrahydrofuran / -78 - 0 °C

15.1: Ti(OiPr)4; D-(-)-diethyl tartrate; tert-butyl hydroperoxide / 4A MS / CH₂Cl₂ / -23 °C

16.1: NaH / tetrahydrofuran / 0 °C

17.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C

18.1: D₂O / CH₂Cl₂ / -30 °C

19.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

20.1: 98 percent / DIBAL-H / tetrahydrofuran / -78 - 0 °C

21.1: 88 percent / MCPBA / CH₂Cl₂ / -78 - 0 °C

22.1: PPh₃; I₂; imidazole / benzene / 20 °C

22.2: 92 percent / BuLi / tetrahydrofuran / -78 °C

23.1: 89 percent / DMAP / dimethylformamide / 20 °C

24.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 20 °C

25.1: CH₂Cl₂ / 20 °C

26.1: tetrahydrofuran / 60 °C

27.1: 69 percent / aq. Cs₂CO₃; AsPh₃; [PdCl₂(dppf)] / tetrahydrofuran; dimethylformamide / 20 °C

28.1: 78 percent / tetraethylammonium fluoride / dimethylformamide / 20 °C

29.1: LiOH; water / methanol; tetrahydrofuran

29.2: 99 percent / aq. HCl

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; titanium(IV) trichloride isopropoxide; diethyl (2S,3S)-tartrate; triphenyl-arsane; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; water; hydrogen; iodine; water-d2; sodium hydride; diisobutylaluminium hydride; tetraethylammonium fluoride; calcium; D-(-)-diisopropyl tartrate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 2.1: Swern oxidation / 3.1: Horner-Emmons reaction / 13.2: Swern oxidation / 14.1: Horner-Emmons reaction / 17.1: Swern oxidation / 18.1: Horner-Emmons olefination / 26.1: Swern oxidation;
DOI:10.1002/anie.200460434

Reference yield:

: (2R,3R)-3-((R)-1-Methyl-2-triisopropylsilanyloxy-ethyl)-oxirane-2-carbaldehyde

: 91920-88-6,95673-10-2
zincophorin

Guidance literature:: Multi-step reaction with 30 steps

1.1: tBuOK / tetrahydrofuran / -78 °C

2.1: dimethylformamide / 0 °C

3.1: H₂ / PtO₂ / ethanol / 20 °C

3.2: 89 percent / Ti(OiPr)4 / dimethylformamide / 100 °C

4.1: DIBAL-H / CH₂Cl₂ / -78 °C

5.1: pyridine; DMAP / -78 - 20 °C

6.1: 11 percent / TiCl₃(OiPr) / CH₂Cl₂ / -78 °C

7.1: 100 percent / 2,6-lutidine / CH₂Cl₂ / 0 °C

8.1: Ca; NH₃ / tetrahydrofuran / -78 °C

9.1: Ti(OiPr)4; D-(-)-diisopropyl tartrate; tert-butyl hydroperoxide / 4A MS / CH₂Cl₂ / -23 °C

10.1: 92 percent / diethyl ether / -40 - 0 °C

11.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

12.1: tBuOK / tetrahydrofuran / -78 °C

13.1: DIBAL-H / tetrahydrofuran / -78 - 0 °C

14.1: Ti(OiPr)4; D-(-)-diethyl tartrate; tert-butyl hydroperoxide / 4A MS / CH₂Cl₂ / -23 °C

15.1: NaH / tetrahydrofuran / 0 °C

16.1: tetra-n-butylammonium fluoride / tetrahydrofuran / 20 °C

17.1: D₂O / CH₂Cl₂ / -30 °C

18.1: 2,6-lutidine / CH₂Cl₂ / 0 °C

19.1: 98 percent / DIBAL-H / tetrahydrofuran / -78 - 0 °C

20.1: 88 percent / MCPBA / CH₂Cl₂ / -78 - 0 °C

21.1: PPh₃; I₂; imidazole / benzene / 20 °C

21.2: 92 percent / BuLi / tetrahydrofuran / -78 °C

22.1: 89 percent / DMAP / dimethylformamide / 20 °C

23.1: NaClO₂; NaH₂PO₄; 2-methyl-2-butene / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 20 °C

24.1: CH₂Cl₂ / 20 °C

25.1: tetrahydrofuran / 60 °C

26.1: 69 percent / aq. Cs₂CO₃; AsPh₃; [PdCl₂(dppf)] / tetrahydrofuran; dimethylformamide / 20 °C

27.1: 78 percent / tetraethylammonium fluoride / dimethylformamide / 20 °C

28.1: LiOH; water / methanol; tetrahydrofuran

28.2: 99 percent / aq. HCl

With pyridine; 1H-imidazole; 2,6-dimethylpyridine; titanium(IV) isopropylate; tert.-butylhydroperoxide; dmap; (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride; lithium hydroxide; sodium chlorite; sodium dihydrogenphosphate; 2-methyl-but-2-ene; titanium(IV) trichloride isopropoxide; diethyl (2S,3S)-tartrate; triphenyl-arsane; potassium tert-butylate; tetrabutyl ammonium fluoride; ammonia; water; hydrogen; iodine; water-d2; sodium hydride; diisobutylaluminium hydride; tetraethylammonium fluoride; calcium; D-(-)-diisopropyl tartrate; caesium carbonate; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; platinum(IV) oxide; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; water; N,N-dimethyl-formamide; tert-butyl alcohol; benzene; 1.1: Horner-Emmons reaction / 11.2: Swern oxidation / 12.1: Horner-Emmons reaction / 15.1: Swern oxidation / 16.1: Horner-Emmons olefination / 24.1: Swern oxidation;
DOI:10.1002/anie.200460434