4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

Base Information

Chemical Name:4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one
CAS No.:717918-97-3
Molecular Formula:C₃₈H₅₄O₆Si
Molecular Weight:634.929
Hs Code.:

4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

Synonyms:4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

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Chemical Property of 4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

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Technology Process of 4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

There total 27 articles about 4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one 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: 61.0%

: 4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-dimethylaminomethyl-butan-1-one

: 717918-97-3
4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

: C₃₈H₅₄O₆Si

: C₃₈H₅₄O₆Si

Guidance literature:: With sodium carbonate; methyl iodide; In methanol; at 20 ℃; for 12h;
DOI:10.1021/ol0495624

Reference yield:

: 2049-80-1
(2-propenyl)propanedioic acid diethyl ester

: 717918-97-3
4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

Guidance literature:: Multi-step reaction with 12 steps

1.1: 84 percent / LAH / diethyl ether / 0 - 20 °C

2.1: 100 percent / NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

3.1: 96 percent / N-methylmorpholine N-oxide / K₂OsO₄*2H₂O / acetone; H₂O / 12 h / 20 °C

4.1: 90 percent / NaIO₄ / tetrahydrofuran; H₂O / 0 - 20 °C

5.1: t-BuLi / tetrahydrofuran; pentane / -78 - 0 °C

5.2: tetrahydrofuran; pentane / 1 h / -78 °C

6.1: 17.0 g / imidazole / CH₂Cl₂ / 0 - 20 °C

7.1: 79 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 0 - 20 °C

8.1: 85 percent / TBAF / tetrahydrofuran / 0 - 20 °C

9.1: 84.4 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

10.1: 91 percent / N-methylmorpholine N-oxide / tetra-n-propylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

11.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - 0 °C

11.2: 67 percent / tetrahydrofuran / -78 - 20 °C

12.1: 61 percent / Na₂CO₃; MeI / methanol / 12 h / 20 °C

With 1H-imidazole; sodium periodate; lithium aluminium tetrahydride; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; sodium carbonate; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; methyl iodide; potassium osmate(VI); tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; pentane; 12.1: Diels-Alder reaction;
DOI:10.1021/ol0495624

Reference yield:

: 42201-43-4
2-allyl-1,3-propanediol

: 717918-97-3
4-Benzyloxy-3-benzyloxymethyl-1-{2-[(2E,4E)-7-(tert-butyl-dimethyl-silanyloxy)-4-methyl-hepta-2,4-dienyloxy]-tetrahydro-furan-2-yl}-2-methylene-butan-1-one

Guidance literature:: Multi-step reaction with 11 steps

1.1: 100 percent / NaH / tetrahydrofuran; dimethylformamide / 0 - 20 °C

2.1: 96 percent / N-methylmorpholine N-oxide / K₂OsO₄*2H₂O / acetone; H₂O / 12 h / 20 °C

3.1: 90 percent / NaIO₄ / tetrahydrofuran; H₂O / 0 - 20 °C

4.1: t-BuLi / tetrahydrofuran; pentane / -78 - 0 °C

4.2: tetrahydrofuran; pentane / 1 h / -78 °C

5.1: 17.0 g / imidazole / CH₂Cl₂ / 0 - 20 °C

6.1: 79 percent / pyridinium p-toluenesulfonate / CH₂Cl₂ / 0 - 20 °C

7.1: 85 percent / TBAF / tetrahydrofuran / 0 - 20 °C

8.1: 84.4 percent / imidazole / CH₂Cl₂ / 0 - 20 °C

9.1: 91 percent / N-methylmorpholine N-oxide / tetra-n-propylammonium perruthenate / CH₂Cl₂ / 2 h / 20 °C

10.1: lithium bis(trimethylsilyl)amide / tetrahydrofuran / -78 - 0 °C

10.2: 67 percent / tetrahydrofuran / -78 - 20 °C

11.1: 61 percent / Na₂CO₃; MeI / methanol / 12 h / 20 °C

With 1H-imidazole; sodium periodate; tetrabutyl ammonium fluoride; tert.-butyl lithium; pyridinium p-toluenesulfonate; sodium hydride; sodium carbonate; 4-methylmorpholine N-oxide; lithium hexamethyldisilazane; methyl iodide; potassium osmate(VI); tetrapropylammonium perruthennate; In tetrahydrofuran; methanol; dichloromethane; water; N,N-dimethyl-formamide; acetone; pentane; 11.1: Diels-Alder reaction;
DOI:10.1021/ol0495624