4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole

Base Information

• Chemical Name: 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole
• CAS No.: 633305-61-0
• Molecular Formula: C₃₁H₅₃NO₆Si₂
• Molecular Weight: 591.936
• Mol file: 633305-61-0.mol

Synonyms:4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole

Chemical Property of 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole

There total 6 articles about 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-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: 96.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (2R,4S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol (633305-53-0) → 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole (633305-61-0)

Guidance literature:

With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1055/s-2003-41462

Reference yield:

6-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-2-[2-(4-methoxy-benzyloxy)-ethyl]-2,3-dihydro-pyran-4-one (633305-51-8) → 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole (633305-61-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 95 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.33 h / -78 °C

2: 95 percent / H₂ / Pd/C / ethyl acetate / 8 h / 20 °C

3: imidazole; DMAP / dimethylformamide / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride; hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; 1: Luche reduction;

DOI:10.1002/chem.200500892

Reference yield:

(R)-6-(2-Hydroxymethyl-oxazol-4-yl)-2-[2-(4-methoxy-benzyloxy)-ethyl]-2,3-dihydro-pyran-4-one (633305-50-7) → 4-{4-(tert-butyl-dimethyl-silanyloxy)-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-2-yl}-2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazole (633305-61-0)

Guidance literature:

Multi-step reaction with 4 steps

1: 97 percent / imidazole / dimethylformamide / 5 h / 20 °C

2: 95 percent / CeCl₃*7H₂O; NaBH₄ / methanol / 0.33 h / -78 °C

3: 95 percent / H₂ / Pd/C / ethyl acetate / 8 h / 20 °C

4: imidazole; DMAP / dimethylformamide / 20 °C

With 1H-imidazole; dmap; sodium tetrahydroborate; cerium(III) chloride; hydrogen; palladium on activated charcoal; In methanol; ethyl acetate; N,N-dimethyl-formamide; 2: Luche reduction;

DOI:10.1002/chem.200500892

upstream raw materials:

tert-butyldimethylsilyl chloride

(2R,4S,6R)-2-[2-(tert-Butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-6-[2-(4-methoxy-benzyloxy)-ethyl]-tetrahydro-pyran-4-ol

(R)-6-(2-Hydroxymethyl-oxazol-4-yl)-2-[2-(4-methoxy-benzyloxy)-ethyl]-2,3-dihydro-pyran-4-one

6-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-2-[2-(4-methoxy-benzyloxy)-ethyl]-2,3-dihydro-pyran-4-one