(3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

Base Information

Chemical Name:(3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone
CAS No.:344357-21-7
Molecular Formula:C₂₄H₃₄O₇
Molecular Weight:434.53
Hs Code.:

Synonyms:(3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-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,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

Chemical Property:

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Technology Process of (3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

There total 15 articles about (3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-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: 50.0%

: 344357-32-0
(S)-3-[(3R,4S)-1-Hydroxy-3-(4-methoxy-benzyloxy)-4-methyl-hexyl]-3-methoxymethoxy-4-methyl-4-vinyl-dihydro-furan-2-one

: 344357-26-2
(3R,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

: 344357-21-7
(3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 20 ℃; for 2h;
DOI:10.1002/jhet.5570380124

Reference yield:

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

: 344357-21-7
(3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

Guidance literature:: Multi-step reaction with 9 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

7.1: 76 percent / 30 percent aq. H₂O₂ / tetrahydrofuran / 5 h / 20 °C

8.1: LDA / tetrahydrofuran; hexane / -78 °C

8.2: 84 percent / tetrahydrofuran; hexane / 3.5 h / -78 °C

9.1: 50 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With potassium hydroxide; tributylphosphine; hydrogen; dihydrogen peroxide; lithium triethylborohydride; Dess-Martin periodane; 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:

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

: 344357-21-7
(3S,4R,3'R,4'S)-3-[3'-(4-methoxybenzyloxy)-4'-methylhexanoyl]-3-methoxymethyloxy-4-methyl-4-vinyl-γ-butyrolactone

Guidance literature:: Multi-step reaction with 5 steps

1.1: 96 percent / H₂ / 10 percent Pd/C / ethanol / 44 h / 20 °C

2.1: 88 percent / tri-n-butylphosphine / tetrahydrofuran / 1 h / 20 °C

3.1: 76 percent / 30 percent aq. H₂O₂ / tetrahydrofuran / 5 h / 20 °C

4.1: LDA / tetrahydrofuran; hexane / -78 °C

4.2: 84 percent / tetrahydrofuran; hexane / 3.5 h / -78 °C

5.1: 50 percent / Dess-Martin periodinane / CH₂Cl₂ / 2 h / 20 °C

With tributylphosphine; hydrogen; dihydrogen peroxide; Dess-Martin periodane; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; ethanol; hexane; dichloromethane;
DOI:10.1002/jhet.5570380124