(3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

Base Information

Chemical Name:(3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone
CAS No.:344357-31-9
Molecular Formula:C₁₅H₁₉NO₆Se
Molecular Weight:388.279
Hs Code.:

Synonyms:(3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

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Technology Process of (3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

There total 6 articles about (3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone 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: 88.0%

: 51694-22-5
ortho-nitrophenyl selenocyanate

: 202846-64-8
(3S,4S)-4-(2-hydroxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

: 344357-31-9
(3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

Guidance literature:: With tributylphosphine; In tetrahydrofuran; at 20 ℃; for 1h;
DOI:10.1002/jhet.5570380124

Reference yield:

: 73840-71-8
diethyl (2S,3R)-(+)-2-hydroxy-3-methylsuccinate

: 344357-31-9
(3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

Guidance literature:: Multi-step reaction with 6 steps

1.1: LDA / tetrahydrofuran; hexane / 3 h / -78 °C

1.2: 67 percent / tetrahydrofuran; hexane / 21 h / -78 - 0 °C

2.1: 97 percent / aq. KOH / methanol / 72 h / 20 °C

3.1: 74 percent / lithium triethylborohydride / tetrahydrofuran / 40 h / 20 °C

4.1: 93 percent / diisopropylethylamine / CH₂Cl₂ / 48 h / Heating

5.1: 96 percent / H₂ / 10 percent Pd/C / ethanol / 44 h / 20 °C

6.1: 88 percent / tri-n-butylphosphine / tetrahydrofuran / 1 h / 20 °C

With potassium hydroxide; tributylphosphine; hydrogen; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; hexane; dichloromethane;
DOI:10.1002/jhet.5570380124

Reference yield:

: 202846-63-7
(3S,4S)-4-(2-benzyloxyethyl)-3-hydroxy-4-methyl-γ-butyrolactone

: 344357-31-9
(3S,4S)-3-methoxymethyloxy-4-methyl-4-[2-(2-nitrophenyl)seleno]-γ-butyrolactone

Guidance literature:: Multi-step reaction with 3 steps

1: 93 percent / diisopropylethylamine / CH₂Cl₂ / 48 h / Heating

2: 96 percent / H₂ / 10 percent Pd/C / ethanol / 44 h / 20 °C

3: 88 percent / tri-n-butylphosphine / tetrahydrofuran / 1 h / 20 °C

With tributylphosphine; hydrogen; N-ethyl-N,N-diisopropylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane;
DOI:10.1002/jhet.5570380124