Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Base Information

Chemical Name:Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester
CAS No.:208518-03-0
Molecular Formula:C₄₀H₆₁N₅O₁₀
Molecular Weight:771.952
Hs Code.:

Synonyms:Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

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Chemical Property of Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

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Technology Process of Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

There total 5 articles about Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester 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:

: 109838-85-9
(2R)-2,5-dihydro-2-isopropyl-3,6-dimethoxypyrazine

: 208518-03-0
Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi, DMEU / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT, overnight

2: 82 percent / NaN₃, n-Bu₄NI / dimethylformamide / 13 h / 85 - 90 °C

3: H₂ / 5percent Pd/C / ethanol / 20 °C / 760 Torr

4: 1M aq. NaHCO₃ / dioxane / 4 h / 0 °C

With 1,3-dimethyl-2-imidazolidinone; n-butyllithium; sodium azide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(98)00094-9

Reference yield:

: 159344-59-9
(+)-(4S,5S)-4,5-Bis(bromomethyl)-2,2-dimethyl-1,3-dioxolane

: 208518-03-0
Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 1.) n-BuLi, DMEU / 1.) THF, hexane, -78 deg C, 30 min, 2.) THF, hexane, from -78 deg C to RT, overnight

2: 82 percent / NaN₃, n-Bu₄NI / dimethylformamide / 13 h / 85 - 90 °C

3: H₂ / 5percent Pd/C / ethanol / 20 °C / 760 Torr

4: 1M aq. NaHCO₃ / dioxane / 4 h / 0 °C

With 1,3-dimethyl-2-imidazolidinone; n-butyllithium; sodium azide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(98)00094-9

Reference yield:

: 208518-00-7
(2S,5R)-2-((4R,5S)-5-Bromomethyl-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazine

: 208518-03-0
Bis-[(4R,5R)-5-((2S,5R)-5-isopropyl-3,6-dimethoxy-2,5-dihydro-pyrazin-2-ylmethyl)-2,2-dimethyl-[1,3]dioxolan-4-ylmethyl]-carbamic acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1: 82 percent / NaN₃, n-Bu₄NI / dimethylformamide / 13 h / 85 - 90 °C

2: H₂ / 5percent Pd/C / ethanol / 20 °C / 760 Torr

3: 1M aq. NaHCO₃ / dioxane / 4 h / 0 °C

With sodium azide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydrogencarbonate; palladium on activated charcoal; In 1,4-dioxane; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0957-4166(98)00094-9