1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Base Information

Chemical Name:1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol
CAS No.:328927-46-4
Molecular Formula:C₃₁H₃₈N₂O₅Si
Molecular Weight:546.739
Hs Code.:

1-{5-[(1<i>H</i>-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(<i>tert</i>-butyl-diphenyl-silanyloxy)-ethanol

Synonyms:1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

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Chemical Property of 1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

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Technology Process of 1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

There total 5 articles about 1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol 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: 95.0%

: 2-[5'-O-(tert-butyldiphenylsilyl)-1'-hydroxy-2',3'-O-isopropylidene-D-ribofuranosyl-1']benzimidazole

: 328927-46-4
1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Guidance literature:: With sodium tetrahydroborate; In methanol; at 20 ℃; for 1h;
DOI:10.1021/jo016345x

Reference yield:

: 51-17-2,79351-71-6
benzoimidazole

: 328927-46-4
1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Guidance literature:: Multi-step reaction with 4 steps

1.1: NaH / tetrahydrofuran / 0.5 h

1.2: tetrahydrofuran / 4 h

1.3: 86 percent / H₂O / tetrahydrofuran

2.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C

2.2: tetrahydrofuran; hexane / 3 h / -78 - 20 °C

3.1: 293 mg / H₂ / Pd/C / ethanol; tetrahydrofuran / 15 h / 2585.81 Torr

4.1: 95 percent / NaBH₄ / methanol / 1 h / 20 °C

With sodium tetrahydroborate; hydrogen; sodium hydride; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane;
DOI:10.1021/jo016345x

Reference yield:

: 130222-84-3
5-(tert-butyldiphenylsilyl)-2,3-O-isopropylidene-D-ribono-1,4-lactone

: 328927-46-4
1-{5-[(1H-benzoimidazol-2-yl)-hydroxy-methyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-2-(tert-butyl-diphenyl-silanyloxy)-ethanol

Guidance literature:: Multi-step reaction with 3 steps

1.1: LDA / tetrahydrofuran; hexane / 0.75 h / -78 °C

1.2: tetrahydrofuran; hexane / 3 h / -78 - 20 °C

2.1: 293 mg / H₂ / Pd/C / ethanol; tetrahydrofuran / 15 h / 2585.81 Torr

3.1: 95 percent / NaBH₄ / methanol / 1 h / 20 °C

With sodium tetrahydroborate; hydrogen; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane;
DOI:10.1021/jo016345x