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-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

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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)-2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole
CAS No.:380909-55-7
Molecular Formula:C₆₀H₈₃NO₉Si₂
Molecular Weight:1018.49
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)-2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

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)-2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

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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)-2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

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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)-2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

There total 20 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)-2-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole 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: 87.0%

: 380909-54-6
[(2R,3S,4S,5R,6R)-4-(3,4-Dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetaldehyde

: Tributyl-[4-((2R,4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-ylmethyl]-phosphonium; chloride

: 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-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

: 380909-55-7
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-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

Guidance literature:: Tributyl-[4-((2R,4R,6R)-4-(tert-butyl-dimethyl-silanyloxy)-6-{(2R,6R)-6-[2-(tert-butyl-diphenyl-silanyloxy)-ethyl]-4-methylene-tetrahydro-pyran-2-ylmethyl}-tetrahydro-pyran-2-yl)-oxazol-2-ylmethyl]-phosphonium; chloride; With lithium hexamethyldisilazane; In tetrahydrofuran; N,N-dimethyl-formamide; at 0 ℃; for 0.5h;

[(2R,3S,4S,5R,6R)-4-(3,4-Dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-acetaldehyde; In tetrahydrofuran; N,N-dimethyl-formamide; at -10 ℃; for 0.5h;
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

: 380909-55-7
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-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

Guidance literature:: Multi-step reaction with 8 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

With 2,6-dimethylpyridine; tetrachloromethane; dimethylaluminum chloride; potassium tri-sec-butyl-borohydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Petasis-Tebbe methylenation / 2.1: Petasis-Ferrier rearrangement / 8.2: Wittig condensation;
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

: 380909-55-7
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-{3-[4-(3,4-dimethoxy-benzyloxy)-6-ethynyl-3,5-dimethyl-tetrahydro-pyran-2-yl]-propenyl}-oxazole

Guidance literature:: Multi-step reaction with 7 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

With 2,6-dimethylpyridine; tetrachloromethane; dimethylaluminum chloride; potassium tri-sec-butyl-borohydride; triphenylphosphine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; lithium hexamethyldisilazane; In tetrahydrofuran; hexane; dichloromethane; water; N,N-dimethyl-formamide; 1.1: Petasis-Ferrier rearrangement / 7.2: Wittig condensation;
DOI:10.1021/ja011604l