[4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

Base Information

Chemical Name:[4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol
CAS No.:881838-58-0
Molecular Formula:C₄₀H₅₉NO₆Si₂
Molecular Weight:706.083
Hs Code.:

[4-(4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-{6-[2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

Synonyms:[4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

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Chemical Property of [4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

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Technology Process of [4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

There total 11 articles about [4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol 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: 81.0%

: 633305-43-8
4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole

: 881838-58-0
[4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

Guidance literature:: With ammonium fluoride; In methanol; at 50 ℃; for 0.416667h;
DOI:10.1002/chem.200500892

Reference yield:

: 112897-09-3
(3R)-1-(tert-butyldiphenylsilyloxy)hex-5-en-3-ol

: 881838-58-0
[4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

Guidance literature:: Multi-step reaction with 11 steps

1.1: 87 percent / BF₃*Et₂O / CH₂Cl₂; hexane / 0.5 h / 0 °C

2.1: 86 percent / aq. CuCl; oxygen / PdCl₂ / dimethylformamide / 12 h / 20 °C

3.1: LiHMDS / tetrahydrofuran / -78 °C

4.1: TiCl₄ / tetrahydrofuran / 0.5 h / -78 °C

4.2: 334 mg / tetrahydrofuran / 2 h / -78 °C

5.1: DMAP; pyridine / 3 h / 20 °C

6.1: 411 mg / 4 Angstroem molecular sieves; TiCl₄ / tetrahydrofuran / 3.25 h / 0 - 20 °C

7.1: DIBAL / CH₂Cl₂; toluene / 1 h / -78 °C

8.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

9.1: 32 mg / DDQ / CH₂Cl₂ / 2 h / 20 °C / pH 7

10.1: 83 percent / Et₃N / acetonitrile / 24 h / Heating

11.1: 81 percent / NH₄F / methanol / 0.42 h / 50 °C

With pyridine; dmap; ammonium fluoride; 4 A molecular sieve; boron trifluoride diethyl etherate; oxygen; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(l) chloride; lithium hexamethyldisilazane; palladium dichloride; In tetrahydrofuran; methanol; hexane; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 2.1: Wacker oxidation;
DOI:10.1002/chem.200500892

Reference yield:

: 633305-66-5
(R)-tert-butyl-(3-(4-methoxybenzyloxy)hex-5-enyloxy)-diphenylsilane

: 881838-58-0
[4-(4-(tert-butyl-dimethyl-silanyloxy)-6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-yl]-methanol

Guidance literature:: Multi-step reaction with 10 steps

1.1: 86 percent / aq. CuCl; oxygen / PdCl₂ / dimethylformamide / 12 h / 20 °C

2.1: LiHMDS / tetrahydrofuran / -78 °C

3.1: TiCl₄ / tetrahydrofuran / 0.5 h / -78 °C

3.2: 334 mg / tetrahydrofuran / 2 h / -78 °C

4.1: DMAP; pyridine / 3 h / 20 °C

5.1: 411 mg / 4 Angstroem molecular sieves; TiCl₄ / tetrahydrofuran / 3.25 h / 0 - 20 °C

6.1: DIBAL / CH₂Cl₂; toluene / 1 h / -78 °C

7.1: Et₃N / CH₂Cl₂ / 0.5 h / 0 °C

8.1: 32 mg / DDQ / CH₂Cl₂ / 2 h / 20 °C / pH 7

9.1: 83 percent / Et₃N / acetonitrile / 24 h / Heating

10.1: 81 percent / NH₄F / methanol / 0.42 h / 50 °C

With pyridine; dmap; ammonium fluoride; 4 A molecular sieve; oxygen; titanium tetrachloride; diisobutylaluminium hydride; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; copper(l) chloride; lithium hexamethyldisilazane; palladium dichloride; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; toluene; acetonitrile; 1.1: Wacker oxidation;
DOI:10.1002/chem.200500892