ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

Base Information

Chemical Name:ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate
CAS No.:1573124-10-3
Molecular Formula:C₁₈H₂₂N₄O₇
Molecular Weight:406.395
Hs Code.:

Synonyms:ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

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Chemical Property of ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

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Technology Process of ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

There total 4 articles about ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate 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: 79.0%

: 1516-60-5
4-nitrophenyl azide

: 1573123-97-3
ethyl 3-((4R,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-3-oxopropanoate

: 1573124-10-3
ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

Guidance literature:: With pyrrolidine; In dimethyl sulfoxide; at 60 ℃; for 14h;
DOI:10.1016/j.bmcl.2014.01.077

Reference yield:

: 4159-66-4
(S)-1-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)ethane-1,2-diol

: 1573124-10-3
ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: sodium periodate / methanol; water / 1.5 h / 20 °C

2: tin(II) chloride dihdyrate / dichloromethane / 7 h / 0 - 20 °C

3: pyrrolidine / dimethyl sulfoxide / 14 h / 60 °C

With pyrrolidine; sodium periodate; tin(II) chloride dihdyrate; In methanol; dichloromethane; water; dimethyl sulfoxide; 3: |Huisgen Cycloaddition;
DOI:10.1016/j.bmcl.2014.01.077

Reference yield:

: 3969-60-6
(R)-1-((4S,4'S,5S)-2,2,2',2'-tetramethyl-4,4'-bi(1,3-dioxolan)-5-yl)ethanol

: 1573124-10-3
ethyl 5-((4S,5S)-5-((S)-1-hydroxyethyl)-2,2-dimethyl-1,3-dioxolan-4-yl)-1-(4-nitrophenyl)-1H-1,2,3-triazole-4-carboxylate

Guidance literature:: Multi-step reaction with 4 steps

1: acetic acid / water / 20 °C

2: sodium periodate / methanol; water / 1.5 h / 20 °C

3: tin(II) chloride dihdyrate / dichloromethane / 7 h / 0 - 20 °C

4: pyrrolidine / dimethyl sulfoxide / 14 h / 60 °C

With pyrrolidine; sodium periodate; tin(II) chloride dihdyrate; acetic acid; In methanol; dichloromethane; water; dimethyl sulfoxide; 4: |Huisgen Cycloaddition;
DOI:10.1016/j.bmcl.2014.01.077