6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne

Base Information

• Chemical Name: 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne
• CAS No.: 292608-50-5
• Molecular Formula: C₄₀H₅₆N₂O₄Si₂
• Molecular Weight: 685.067
• Mol file: 292608-50-5.mol

Synonyms:6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne

Chemical Property of 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne

There total 5 articles about 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne 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: 31.0%

(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane (292608-48-1) → (1S,2S)-1-{6'-[(1R,2S)-1-(tert-Butyl-dimethyl-silanyloxy)-2-methoxy-2-phenyl-ethyl]-[2,2']bipyridinyl-6-yl}-2-methoxy-2-phenyl-ethanol + 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne (292608-50-5)

Guidance literature:

With triphenylphosphine; nickel dichloride; zinc; In N,N-dimethyl-formamide; at 70 ℃; for 2h;

DOI:10.1039/b000269k

Reference yield:

2,6-Dibromopyridine (626-05-1) → 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne (292608-50-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: butyllithium / diethyl ether / 0.67 h / -78 °C

1.2: diethyl ether / 1.5 h / -78 °C

2.1: 788 mg / NaBH₄ / methanol; diethyl ether / 20 °C

3.1: 80 percent / imidazole / dimethylformamide / 20 h / 20 °C

4.1: 8 percent / NiCl₂*6H₂O; PPh₃; Zn / dimethylformamide / 2 h / 70 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; triphenylphosphine; nickel dichloride; zinc; In methanol; diethyl ether; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Acylation / 2.1: Reduction / 3.1: Substitution / 4.1: Dimerization;

DOI:10.1039/b000269k

Reference yield:

(S)-methyl 2-methoxy-2-phenylacetate (3558-61-0,32174-46-2,56143-21-6,26164-27-2) → 6,6'-bis[(1S,2S)-2-methoxy-1-(tert-butyldimethoxydimethylsilyloxy)-2-phenylethyl]-2,2'-bipyridne (292608-50-5)

Guidance literature:

Multi-step reaction with 4 steps

1.1: butyllithium / diethyl ether / 0.67 h / -78 °C

1.2: diethyl ether / 1.5 h / -78 °C

2.1: 788 mg / NaBH₄ / methanol; diethyl ether / 20 °C

3.1: 80 percent / imidazole / dimethylformamide / 20 h / 20 °C

4.1: 8 percent / NiCl₂*6H₂O; PPh₃; Zn / dimethylformamide / 2 h / 70 °C

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; triphenylphosphine; nickel dichloride; zinc; In methanol; diethyl ether; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Acylation / 2.1: Reduction / 3.1: Substitution / 4.1: Dimerization;

DOI:10.1039/b000269k

upstream raw materials:

(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane

2,6-Dibromopyridine

(S)-methyl 2-methoxy-2-phenylacetate

(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-2-phenylethan-1-ol