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

Base Information

Chemical Name:(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane
CAS No.:292608-48-1
Molecular Formula:C₂₀H₂₈BrNO₂Si
Molecular Weight:422.437
Hs Code.:

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

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

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

There total 4 articles about (1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane 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: 80.0%

: 18162-48-6
tert-butyldimethylsilyl chloride

: 292608-47-0
(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-2-phenylethan-1-ol

: 292608-48-1
(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane

Guidance literature:: With 1H-imidazole; In N,N-dimethyl-formamide; at 20 ℃; for 20h;
DOI:10.1039/b000269k

Reference yield:

: 626-05-1
2,6-Dibromopyridine

: 292608-48-1
(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; In methanol; diethyl ether; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Acylation / 2.1: Reduction / 3.1: Substitution;
DOI:10.1039/b000269k

Reference yield:

: 3558-61-0,32174-46-2,56143-21-6,26164-27-2
(S)-methyl 2-methoxy-2-phenylacetate

: 292608-48-1
(1S,2S)-2-methoxy-1-(6'-bromo-2'-pyridyl)-1-(tert-butyldimethylsilyloxy)-2-phenylethane

Guidance literature:: Multi-step reaction with 3 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

With 1H-imidazole; sodium tetrahydroborate; n-butyllithium; In methanol; diethyl ether; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Acylation / 2.1: Reduction / 3.1: Substitution;
DOI:10.1039/b000269k