2,6-Heptadien-1-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-7-(2-methyl-4-thiazolyl)- 2-(2-propenyl)-, (2E,5S,6E)-

Base Information

Chemical Name:2,6-Heptadien-1-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-7-(2-methyl-4-thiazolyl)- 2-(2-propenyl)-, (2E,5S,6E)-
CAS No.:193146-41-7
Molecular Formula:C21H35NO2SSi
Molecular Weight:393.666
Hs Code.:

Synonyms:

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

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Chemical Property of 2,6-Heptadien-1-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-7-(2-methyl-4-thiazolyl)- 2-(2-propenyl)-, (2E,5S,6E)-

Chemical Property:

Purity/Quality:: 99% ^*data from raw suppliers

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Technology Process of 2,6-Heptadien-1-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-7-(2-methyl-4-thiazolyl)- 2-(2-propenyl)-, (2E,5S,6E)-

There total 1 articles about 2,6-Heptadien-1-ol, 5-[[(1,1-dimethylethyl)dimethylsilyl]oxy]-6-methyl-7-(2-methyl-4-thiazolyl)- 2-(2-propenyl)-, (2E,5S,6E)- 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

: 193146-41-7
(2E,6E)(5S)-6-methyl-7-(2-methyl-(1,3-thiazol-4-yl))-2-prop-2-enyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)hepta-2,6-dien-1-ol

Guidance literature:: Multi-step reaction with 8 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

With 1H-imidazole; lead(IV) acetate; osmium(VIII) oxide; diisobutylaluminium hydride; 4-methylmorpholine N-oxide; In tetrahydrofuran; diethyl ether; dichloromethane; water; ethyl acetate; N,N-dimethyl-formamide; tert-butyl alcohol; pentane; benzene;
DOI:10.1021/ja971110h

Reference yield: 99.0%

: 76-83-5
trityl chloride

: 193146-41-7
(2E,6E)(5S)-6-methyl-7-(2-methyl-(1,3-thiazol-4-yl))-2-prop-2-enyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)hepta-2,6-dien-1-ol

: 201136-65-4
4-[(1E,5E)-(S)-3-(tert-Butyl-dimethyl-silanyloxy)-2-methyl-6-trityloxymethyl-nona-1,5,8-trienyl]-2-methyl-thiazole

Guidance literature:: With dmap; In N,N-dimethyl-formamide; at 70 ℃; for 1h;
DOI:10.1039/a705845d

Reference yield:

: 193146-41-7
(2E,6E)(5S)-6-methyl-7-(2-methyl-(1,3-thiazol-4-yl))-2-prop-2-enyl-5-(1,1,2,2-tetramethyl-1-silapropoxy)hepta-2,6-dien-1-ol

: 152044-54-7
epothilone B

Guidance literature:: Multi-step reaction with 16 steps

1: 83 percent / Ph₃P, CCl₄ / 24 h / 100 °C

2: 99 percent / LiEt₃BH / tetrahydrofuran / 1 h / 0 °C

3: 91 percent / 9-BBN / tetrahydrofuran / 2 h / 0 °C

4: 92 percent / I₂, imidazole, Ph₃P / diethyl ether; acetonitrile / 0.5 h / 0 °C

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

6: 80 percent / monoperoxyphthalic acid magnesium salt / methanol / 1 h / 0 °C

7: 82 percent / DIBAL / toluene / 1 h / -78 °C

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

9: 96 percent / 2,6-lutidine / CH₂Cl₂ / 2 h / 0 °C

10: 85 percent / camphorsulfonic acid / CH₂Cl₂; methanol / 0.5 h / 0 - 25 °C

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

12: 90 percent / NaClO₂, isobutylene, NaH₂PO₄ / 2-methyl-propan-2-ol; H₂O; tetrahydrofuran / 1 h / Ambient temperature

13: 73 percent / TBAF / tetrahydrofuran / 8 h / 25 °C

14: 1) Et₃N, 2,4,6-trichlorobenzoyl chloride, 2) 4-DMAP / 1) THF, 25 deg C, 15 min, 2) toluene, 25 deg C, 12 h

15: 91 percent / CF₃CO₂H / CH₂Cl₂ / 1) -20 deg C -> 0 deg C, 2) 0 deg C, 1 h

16: Na₂EDTA, 1,1,1-trifluoroacetone, Oxone, NaHCO₃ / acetonitrile; H₂O / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; tetrachloromethane; dmap; Oxone; sodium chlorite; sodium dihydrogenphosphate; 9-borabicyclo[3.3.1]nonane dimer; oxalyl dichloride; 1,1,1-trifluoro-2-propanone; 2,4,6-trichlorobenzoyl chloride; camphor-10-sulfonic acid; tetrabutyl ammonium fluoride; iodine; edetate disodium; diisobutylaluminium hydride; lithium triethylborohydride; sodium hydrogencarbonate; dimethyl sulfoxide; Monoperoxyphthalic acid, magnesium salt; triethylamine; triphenylphosphine; trifluoroacetic acid; isobutene; lithium diisopropyl amide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; toluene; acetonitrile; tert-butyl alcohol;
DOI:10.1021/ja971110h