2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

Base Information

Chemical Name:2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide
CAS No.:855780-33-5
Molecular Formula:C₂₀H₃₁N₃O₄SSi
Molecular Weight:437.635
Hs Code.:

Synonyms:2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

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Chemical Property of 2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

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Technology Process of 2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

There total 4 articles about 2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide 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: 67.0%

: 855780-32-4
2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide

: 68-12-2,33513-42-7
N,N-dimethyl-formamide

: 855780-33-5
2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

Guidance literature:: 2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-N,N-dimethyl-1H-imidazole-1-sulfonamide; With sec.-butyllithium; In tetrahydrofuran; cyclohexane; at -78 ℃; for 0.5h;

N,N-dimethyl-formamide; In tetrahydrofuran; cyclohexane; at -78 ℃; for 1h;
DOI:10.1002/hlca.200590050

Reference yield:

: 855780-31-3
2-[(1RS)-1-hydroxy-2-phenylethyl]-N,N-dimethyl-1H-imidazole-1-sulfonamide

: 855780-33-5
2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

Guidance literature:: Multi-step reaction with 2 steps

1.1: 82 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

2.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

2.2: 67 percent / tetrahydrofuran; cyclohexane / 1 h / -78 °C

With dmap; sec.-butyllithium; In tetrahydrofuran; dichloromethane; cyclohexane;
DOI:10.1002/hlca.200590050

Reference yield:

: 100-39-0
benzyl bromide

: 855780-33-5
2-((1RS)-1-{[(tert-butyl)(dimethyl)silyl]oxy}-2-phenylethyl)-5-formyl-N,N-dimethyl-1H-imidazole-1-sulfonamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: Mg / diethyl ether / 20 °C

1.2: 57 percent / tetrahydrofuran; diethyl ether / 20 °C

2.1: 82 percent / 4-(dimethylamino)pyridine / CH₂Cl₂ / 16 h / 20 °C

3.1: s-BuLi / tetrahydrofuran; cyclohexane / 0.5 h / -78 °C

3.2: 67 percent / tetrahydrofuran; cyclohexane / 1 h / -78 °C

With dmap; sec.-butyllithium; magnesium; In tetrahydrofuran; diethyl ether; dichloromethane; cyclohexane;
DOI:10.1002/hlca.200590050