{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Name:{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde
CAS No.:380909-86-4
Molecular Formula:C₄₄H₆₃NO₉Si
Molecular Weight:778.071
Hs Code.:

{6-[4-(<i>tert</i>-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Synonyms:{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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Chemical Property of {6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

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Technology Process of {6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

There total 23 articles about {6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde 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: 96.0%

: 2-{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-ethanol

: 380909-86-4
{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: With pyridine-SO₃ complex; triethylamine; In dimethyl sulfoxide; for 2h;
DOI:10.1021/ja011604l

Reference yield:

: 6-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-2-[2-(4-methoxy-benzyloxymethyl)-oxazol-4-yl]-[1,3]dioxan-4-one

: 380909-86-4
{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 83 percent / tetrahydrofuran / 16 h / 65 °C

2.1: 89 percent / Me₂AlCl / CH₂Cl₂; hexane / 0.03 h / -78 - 20 °C

3.1: 89 percent / K-selectride / tetrahydrofuran / 1 h / -78 °C

4.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

5.1: 98 percent / DDQ / H₂O; CH₂Cl₂ / 8 h

6.1: 100 percent / CCl₄; Ph₃P / CH₂Cl₂ / 1 h

7.1: 100 percent / dimethylformamide / 16 h

8.1: lithium hexamethyldisilazane / dimethylformamide; tetrahydrofuran / 0.5 h / 0 °C

8.2: 87 percent / dimethylformamide; tetrahydrofuran / 0.5 h / -10 °C

9.1: 85 percent / KOH; 18-crown-6 / tetrahydrofuran / 3 h / 20 °C

10.1: 96 percent / triethylamine; SO₃*pyridine / dimethylsulfoxide / 2 h

With 2,6-dimethylpyridine; tetrachloromethane; potassium hydroxide; 18-crown-6 ether; pyridine-SO₃ complex; dimethylaluminum chloride; potassium tri-sec-butyl-borohydride; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Petasis-Tebbe methylenation / 2.1: Petasis-Ferrier rearrangement / 8.2: Wittig condensation / 10.1: Dess-Martin oxidation;
DOI:10.1021/ja011604l

Reference yield:

: 4-(4-{6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-6-methylene-[1,3]dioxan-2-yl)-2-(4-methoxy-benzyloxymethyl)-oxazole

: 380909-86-4
{6-[4-(tert-butyl-dimethyl-silanyloxy)-6-(2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazol-4-yl)-tetrahydro-pyran-2-ylmethyl]-4-methylene-tetrahydro-pyran-2-yl}-acetaldehyde

Guidance literature:: Multi-step reaction with 9 steps

1.1: 89 percent / Me₂AlCl / CH₂Cl₂; hexane / 0.03 h / -78 - 20 °C

2.1: 89 percent / K-selectride / tetrahydrofuran / 1 h / -78 °C

3.1: 98 percent / 2,6-lutidine / CH₂Cl₂ / 3 h / -78 °C

4.1: 98 percent / DDQ / H₂O; CH₂Cl₂ / 8 h

5.1: 100 percent / CCl₄; Ph₃P / CH₂Cl₂ / 1 h

6.1: 100 percent / dimethylformamide / 16 h

7.1: lithium hexamethyldisilazane / dimethylformamide; tetrahydrofuran / 0.5 h / 0 °C

7.2: 87 percent / dimethylformamide; tetrahydrofuran / 0.5 h / -10 °C

8.1: 85 percent / KOH; 18-crown-6 / tetrahydrofuran / 3 h / 20 °C

9.1: 96 percent / triethylamine; SO₃*pyridine / dimethylsulfoxide / 2 h

With 2,6-dimethylpyridine; tetrachloromethane; potassium hydroxide; 18-crown-6 ether; pyridine-SO₃ complex; dimethylaluminum chloride; potassium tri-sec-butyl-borohydride; triethylamine; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; dimethyl sulfoxide; N,N-dimethyl-formamide; 1.1: Petasis-Ferrier rearrangement / 7.2: Wittig condensation / 9.1: Dess-Martin oxidation;
DOI:10.1021/ja011604l