[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Base Information

Chemical Name:[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane
CAS No.:250226-65-4
Molecular Formula:C₃₀H₄₄O₆Si
Molecular Weight:528.761
Hs Code.:

Synonyms:[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Suppliers and Price of [(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Supply Marketing:

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

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
Packaging
price

Total 0 raw suppliers

Chemical Property of [(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:

Useful:

Technology Process of [(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

There total 14 articles about [(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane 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%

: 250226-89-2
[(2S,3S,4R,5S,6S)-4,5-Bis-benzyloxy-2-iodomethyl-6-(2-methoxymethoxy-ethyl)-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

: 250226-65-4
[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: With potassium tert-butylate; In tetrahydrofuran; at 0 ℃; for 4h;
DOI:10.1016/S0040-4020(02)00045-5

Reference yield:

: 81972-20-5
2-(2',3',4',6'-tetra-O-benzyl-β-D-glucopyranosyl)ethanol

: 250226-65-4
[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 11 steps

1: 100 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

2: hydrogen / Pd(OH)2/C / ethyl acetate; methanol / 20 °C

3: CSA / dimethylformamide; CH₂Cl₂ / 20 °C

4: NaHMDS; Bu₄NI / dimethylformamide / 0 °C

5: CSA; MeOH / CH₂Cl₂ / 20 °C

6: 2,6-lutidine / CH₂Cl₂ / 0 °C

7: DIBAL-H / CH₂Cl₂ / -78 °C

8: i-Pr₂NEt; Bu₄NI / CH₂Cl₂ / 0 °C

9: CSA; MeOH / CH₂Cl₂ / 0 °C

10: 100 percent / I₂; imidazole; PPh₃ / benzene / 20 °C

11: 96 percent / t-BuOK / tetrahydrofuran / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; methanol; dmap; camphor-10-sulfonic acid; potassium tert-butylate; hydrogen; iodine; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol990885n

Reference yield:

: 82614-10-6
ethyl 2-((2S,3S,4R,5R,6R)-3,4,5-tris(benzyloxy)-6-(benzyloxymethyl)tetrahydro-2H-pyran-2-yl)acetate

: 250226-65-4
[(3S,4R,5S,6S)-4,5-Bis-benzyloxy-6-(2-methoxymethoxy-ethyl)-2-methylene-tetrahydro-pyran-3-yloxy]-tert-butyl-dimethyl-silane

Guidance literature:: Multi-step reaction with 12 steps

1: 98 percent / DIBAL-H / CH₂Cl₂ / -78 °C

2: 100 percent / triethylamine; 4-(dimethylamino)pyridine / CH₂Cl₂ / 20 °C

3: hydrogen / Pd(OH)2/C / ethyl acetate; methanol / 20 °C

4: CSA / dimethylformamide; CH₂Cl₂ / 20 °C

5: NaHMDS; Bu₄NI / dimethylformamide / 0 °C

6: CSA; MeOH / CH₂Cl₂ / 20 °C

7: 2,6-lutidine / CH₂Cl₂ / 0 °C

8: DIBAL-H / CH₂Cl₂ / -78 °C

9: i-Pr₂NEt; Bu₄NI / CH₂Cl₂ / 0 °C

10: CSA; MeOH / CH₂Cl₂ / 0 °C

11: 100 percent / I₂; imidazole; PPh₃ / benzene / 20 °C

12: 96 percent / t-BuOK / tetrahydrofuran / 0 °C

With 1H-imidazole; 2,6-dimethylpyridine; methanol; dmap; camphor-10-sulfonic acid; potassium tert-butylate; hydrogen; iodine; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; palladium dihydroxide; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; benzene;
DOI:10.1021/ol990885n