methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

Base Information

Chemical Name:methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate
CAS No.:1360545-87-4
Molecular Formula:C₂₁H₃₅NO₉
Molecular Weight:445.51
Hs Code.:

Synonyms:methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

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Chemical Property of methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

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Technology Process of methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

There total 5 articles about methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate 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%

: 1360545-86-3
dimethyl (E)-2-((R)-4,4-diethoxy-1-nitrobutan-2-yl)-4-ethyl-3-oxonon-4-enedioate

: 1360545-87-4
methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

Guidance literature:: With silica gel supported potassium hydroxide; In tetrahydrofuran; at 25 - 35 ℃; Sonication; Inert atmosphere;
DOI:10.1002/anie.201106587

Reference yield:

: 10602-36-5
3-butenal 1,1-diethylacetal

: 1360545-87-4
methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

: 1360545-82-9
methyl (3R,4R,5R,6R)-6-(2,2-diethoxyethyl)-3-ethyl-2-hydroxy-4-(4-methoxy-4-oxobutyl)-5-nitrocyclohex-1-enecarboxylate

: methyl (3S,4S,5S,6S)-6-(2,2-diethoxyethyl)-3-ethyl-2-hydroxy-4-(4-methoxy-4-oxobutyl)-5-nitrocyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 4 steps

1.1: ozone / dichloromethane / -78 °C

1.2: 100 h / 20 °C / Inert atmosphere

2.1: sodium hydroxide / ethanol; water / 1 h / 0 °C / Inert atmosphere

2.2: Inert atmosphere

3.1: triethylamine; trifluoroacetic acid / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

4.1: C₄₀H₅₂Br₂N₄Ni / 72 h / 5 °C / Inert atmosphere

4.2: silica gel supported potassium hydroxide / 48 h / 25 - 35 °C / Sonication; Inert atmosphere

With C₄₀H₅₂Br₂N₄Ni; ozone; triethylamine; trifluoroacetic acid; sodium hydroxide; In tetrahydrofuran; ethanol; dichloromethane; water; 3.1: Henry reaction / 4.1: Michael condensation;
DOI:10.1002/anie.201106587

Reference yield:

: 90227-84-2
4,4-diethoxy-1-nitrobutan-2-ol

: 1360545-87-4
methyl (1R,2R,3S,4R,5R)-2-(2,2-diethoxyethyl)-5-ethyl-4-(4-methoxy-4-oxobutyl)-3-nitro-6-oxocyclohexanecarboxylate

: 1360545-82-9
methyl (3R,4R,5R,6R)-6-(2,2-diethoxyethyl)-3-ethyl-2-hydroxy-4-(4-methoxy-4-oxobutyl)-5-nitrocyclohex-1-enecarboxylate

: methyl (3S,4S,5S,6S)-6-(2,2-diethoxyethyl)-3-ethyl-2-hydroxy-4-(4-methoxy-4-oxobutyl)-5-nitrocyclohex-1-enecarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1.1: triethylamine; trifluoroacetic acid / tetrahydrofuran / 0.17 h / 0 °C / Inert atmosphere

2.1: C₄₀H₅₂Br₂N₄Ni / 72 h / 5 °C / Inert atmosphere

2.2: silica gel supported potassium hydroxide / 48 h / 25 - 35 °C / Sonication; Inert atmosphere

With C₄₀H₅₂Br₂N₄Ni; triethylamine; trifluoroacetic acid; In tetrahydrofuran; 1.1: Henry reaction / 2.1: Michael condensation;
DOI:10.1002/anie.201106587