5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one

Base Information

• Chemical Name: 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one
• CAS No.: 633305-47-2
• Molecular Formula: C₃₁H₅₁NO₇Si₂
• Molecular Weight: 605.919
• Mol file: 633305-47-2.mol

Synonyms:5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one

Chemical Property of 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one

There total 4 articles about 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-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: 90.0%

5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-heptan-3-one (633305-46-1) → 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one (633305-47-2)

Guidance literature:

With Dess-Martin periodane; In dichloromethane; at 20 ℃;

DOI:10.1055/s-2003-41462

Reference yield:

(S)-tert-butyl((1-((4-methoxybenzyl)oxy)hex-5-en-3-yl)oxy)dimethylsilane (380909-41-1) → 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one (633305-47-2)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 89 percent / O₂; aq. CuCl / PdCl₂ / dimethylformamide / 6 h / 20 °C

2.1: LDA / tetrahydrofuran; hexane / 0.75 h / cooling

2.2: tetrahydrofuran; hexane / 3 h / -78 °C

3.1: 3.36 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With oxygen; Dess-Martin periodane; copper(l) chloride; lithium diisopropyl amide; palladium dichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 1.1: Wacker oxidation / 3.1: Dess-Martin oxidation;

DOI:10.1002/chem.200500892

Reference yield:

tert-butyldimethylsilyl chloride (18162-48-6) → 5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-hept-1-en-3-one (633305-47-2)

Guidance literature:

Multi-step reaction with 4 steps

1.1: 96 percent / imidazole / dimethylformamide / 3 h / 20 °C

2.1: 89 percent / O₂; aq. CuCl / PdCl₂ / dimethylformamide / 6 h / 20 °C

3.1: LDA / tetrahydrofuran; hexane / 0.75 h / cooling

3.2: tetrahydrofuran; hexane / 3 h / -78 °C

4.1: 3.36 g / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 20 °C

With 1H-imidazole; oxygen; Dess-Martin periodane; copper(l) chloride; lithium diisopropyl amide; palladium dichloride; In tetrahydrofuran; hexane; dichloromethane; N,N-dimethyl-formamide; 2.1: Wacker oxidation / 4.1: Dess-Martin oxidation;

DOI:10.1002/chem.200500892

upstream raw materials:

5-(tert-butyl-dimethyl-silanyloxy)-1-[2-(tert-butyl-dimethyl-silanyloxymethyl)-oxazol-4-yl]-1-hydroxy-7-(4-methoxy-benzyloxy)-heptan-3-one

tert-butyldimethylsilyl chloride

(S)-tert-butyl((1-((4-methoxybenzyl)oxy)hex-5-en-3-yl)oxy)dimethylsilane

4-(tert-butyl-dimethyl-silanyloxy)-6-(4-methoxy-benzyloxy)-hexan-2-one

Downstream raw materials:

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

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

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

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