2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

Base Information

Chemical Name:2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol
CAS No.:250226-87-0
Molecular Formula:C₃₄H₅₆O₆Si₂
Molecular Weight:616.986
Hs Code.:

Synonyms:2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

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Chemical Property of 2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

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Technology Process of 2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

There total 11 articles about 2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol 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:

: 2,2-Dimethyl-propionic acid 2-[(2S,3S,4R,5R,6R)-3,4-bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethyl ester

: 250226-87-0
2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: With diisobutylaluminium hydride; In dichloromethane; toluene; at -78 ℃; for 2h;
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

: 250226-87-0
2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 7 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

With 2,6-dimethylpyridine; methanol; dmap; camphor-10-sulfonic acid; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; triethylamine; palladium dihydroxide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
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

: 250226-87-0
2-[(2S,3S,4R,5R,6R)-3,4-Bis-benzyloxy-5-(tert-butyl-dimethyl-silanyloxy)-6-(tert-butyl-dimethyl-silanyloxymethyl)-tetrahydro-pyran-2-yl]-ethanol

Guidance literature:: Multi-step reaction with 8 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

With 2,6-dimethylpyridine; methanol; dmap; camphor-10-sulfonic acid; hydrogen; sodium hexamethyldisilazane; tetra-(n-butyl)ammonium iodide; diisobutylaluminium hydride; triethylamine; palladium dihydroxide; In methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide;
DOI:10.1021/ol990885n