12,16-Heptadecadienal, 3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)-

Base Information

Chemical Name:12,16-Heptadecadienal, 3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)-
CAS No.:193146-54-2
Molecular Formula:C45H85NO5SSi3
Molecular Weight:836.496
Hs Code.:
Mol file:193146-54-2.mol

12,16-Heptadecadienal,
3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth
yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)-

Synonyms:

Suppliers and Price of 12,16-Heptadecadienal, 3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)-

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

Total 0 raw suppliers

Chemical Property of 12,16-Heptadecadienal, 3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)-

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of 12,16-Heptadecadienal, 3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)-

There total 1 articles about 12,16-Heptadecadienal, 3,7,15-tris[[(1,1-dimethylethyl)dimethylsilyl]oxy]-4,4,6,8,12,16-hexameth yl-17-(2-methyl-4-thiazolyl)-5-oxo-, (3S,6R,7S,8S,12Z,15S,16E)- 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:

: 6436-59-5
ethyl 2-methylthiazole-4-carboxylate

: 193146-54-2
(3S,6R,7S,8S,12Z,15S,16E)-3,7,15-tris(tert-butyldimethylsilyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienal

Guidance literature:: Multi-step reaction with 19 steps

1: 90 percent / DIBAL / CH₂Cl₂ / 1 h / -78 °C

2: 98 percent / benzene / 2 h / Heating

3: 74 percent / diethyl ether; pentane / 1 h / -100 °C

4: 99 percent / imidazole / dimethylformamide / 1) 0 deg C, 45 min, 2) 25 deg C, 2.5 h

5: 95 percent / 4-methylmorpholine N-oxide, OsO₄ / tetrahydrofuran; 2-methyl-propan-2-ol; H₂O / 1) 0 deg C, 2.5 h, 2) 25 deg C, 12 h

6: 98 percent / Pb(OAc)4 / ethyl acetate / 0.25 h / 0 °C

7: 95 percent / benzene / 3 h / Heating

8: 98 percent / DIBAL / tetrahydrofuran; CH₂Cl₂ / 3 h / -78 °C

9: 83 percent / Ph₃P, CCl₄ / 24 h / 100 °C

10: 99 percent / LiEt₃BH / tetrahydrofuran / 1 h / 0 °C

11: 91 percent / 9-BBN / tetrahydrofuran / 2 h / 0 °C

12: 92 percent / I₂, imidazole, Ph₃P / diethyl ether; acetonitrile / 0.5 h / 0 °C

13: 1) LDA / 1) THF, 0 deg C, 8 h, 2) THF, -100 deg C -> -20 deg C, 10 h

14: 80 percent / monoperoxyphthalic acid magnesium salt / methanol / 1 h / 0 °C

15: 82 percent / DIBAL / toluene / 1 h / -78 °C

16: 1) LDA / 1) THF, -78 deg C, 15 min; -78 deg C -> -40 deg C, 1 h, 2) THF, -78 deg C, 15 min

17: 96 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

18: 85 percent / camphorsulfonic acid / CH₂Cl₂; methanol / 0.5 h / 0 - 25 °C

19: 1) (COCl)2, DMSO, 2) Et₃N / 1) CH₂Cl₂, -78 deg C, 30 min, 2) CH₂Cl₂, -78 deg C -> 0 deg C, 30 min

With 1H-imidazole; 2,6-dimethylpyridine; lead(IV) acetate; tetrachloromethane; osmium(VIII) oxide; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; camphor-10-sulfonic acid; iodine; diisobutylaluminium hydride; lithium triethylborohydride; dimethyl sulfoxide; 4-methylmorpholine N-oxide; Monoperoxyphthalic acid, magnesium salt; triethylamine; triphenylphosphine; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; toluene; acetonitrile; tert-butyl alcohol; pentane; benzene;
DOI:10.1021/ja971110h

Reference yield: 90.0%

: 193146-54-2
(3S,6R,7S,8S,12Z,15S,16E)-3,7,15-tris(tert-butyldimethylsilyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienal

: 193146-63-3
(12Z,16E)-(3S,6R,7S,8S,15S)-3,7,15-tris-(tert-butyl-dimethyl-silanyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methyl-thiazol-4-yl)-5-oxo-heptadeca-12,16-dienoic acid

Guidance literature:: With sodium chlorite; sodium dihydrogenphosphate; isobutene; In tetrahydrofuran; water; tert-butyl alcohol; for 1h; Ambient temperature;
DOI:10.1021/ja971110h

Reference yield:

: 193146-54-2
(3S,6R,7S,8S,12Z,15S,16E)-3,7,15-tris(tert-butyldimethylsilyloxy)-4,4,6,8,12,16-hexamethyl-17-(2-methylthiazol-4-yl)-5-oxoheptadeca-12,16-dienal

: 152044-54-7
epothilone B

Guidance literature:: Multi-step reaction with 5 steps

1: 380 mg / NaClO₂; NaH₂PO₄ / 2-methyl-propan-2-ol; various solvent(s); H₂O / 3 h

2: 55 percent / TBAF / tetrahydrofuran / 10 h / 20 °C

3: 69 percent / N-ethyl-N'-(3-(dimethylamino)propyl)carbodiimide *HCl; DMAP; DMAP*HCl / CHCl₃ / 17 h / Heating

4: 96 percent / HF*Py; Py / tetrahydrofuran / 36 h / 0 - 20 °C

5: m-CPBA / CHCl₃ / 5 h / -18 °C

With pyridine; dmap; sodium chlorite; sodium dihydrogenphosphate; tetrabutyl ammonium fluoride; 4-(dimethylamino)pyridine hydrochloride; pyridine hydrogenfluoride; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; chloroform; water; tert-butyl alcohol;
DOI:10.1021/jo0007480