(3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

Base Information

Chemical Name:(3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone
CAS No.:344357-30-8
Molecular Formula:C₁₆H₂₂O₅
Molecular Weight:294.348
Hs Code.:

Synonyms:(3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-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)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

Chemical Property:

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Technology Process of (3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

There total 5 articles about (3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-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: 93.0%

: 107-30-2
chloromethyl methyl ether

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

: 344357-30-8
(3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

Guidance literature:: With N-ethyl-N,N-diisopropylamine; In dichloromethane; for 48h; Heating;
DOI:10.1002/jhet.5570380124

Reference yield:

: 54555-84-9
benzyl iodoethyl ether

: 344357-30-8
(3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

Guidance literature:: Multi-step reaction with 4 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

With potassium hydroxide; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/jhet.5570380124

Reference yield:

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

: 344357-30-8
(3S,4S)-4-(2-benzyloxyethyl)-3-methoxymethyloxy-4-methyl-γ-butyrolactone

Guidance literature:: Multi-step reaction with 4 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

With potassium hydroxide; lithium triethylborohydride; N-ethyl-N,N-diisopropylamine; lithium diisopropyl amide; In tetrahydrofuran; methanol; hexane; dichloromethane;
DOI:10.1002/jhet.5570380124