2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

Base Information

Chemical Name:2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate
CAS No.:92817-50-0
Molecular Formula:C₂₂H₂₈O₄
Molecular Weight:356.462
Hs Code.:

Synonyms:2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

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Chemical Property of 2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

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Technology Process of 2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

There total 5 articles about 2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate 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:

: 2',6'-dimethylphenyl-2-(benzyloxy)-3-hydroxy-2-methylpent-4-enoates

: 92817-50-0
2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

Guidance literature:: Multi-step reaction with 4 steps

1: EtOAc, H₂ / 5percent Pd/C / 0.33 h

2: LiAlH₄ / tetrahydrofuran / 2.33 h / Heating

3: 52 percent / 1.5 M n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

4: LDA / tetrahydrofuran / 0.33 h / -78 °C

With lithium aluminium tetrahydride; n-butyllithium; hydrogen; ethyl acetate; lithium diisopropyl amide; palladium on activated charcoal; In tetrahydrofuran; hexane;
DOI:10.1021/ja00338a027

Reference yield:

: 92817-41-9
2',6'-dimethylphenyl (RS)-2-(benzyloxy)propanoate

: 78-84-2
isobutyraldehyde

: 92817-50-0
2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

: 92817-46-4
2',6'-dimethylphenyl (2RS,3RS)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h; Yield given. Yields of byproduct given;
DOI:10.1021/ja00338a027

Reference yield:

: 576-26-1,25134-01-4
2.6-dimethylphenol

: 92817-50-0
2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-2,4-dimethyl-3-hydroxypentanoate

Guidance literature:: Multi-step reaction with 2 steps

1: 52 percent / 1.5 M n-BuLi / tetrahydrofuran; hexane / 0.08 h / -78 °C

2: LDA / tetrahydrofuran / 0.33 h / -78 °C

With n-butyllithium; lithium diisopropyl amide; In tetrahydrofuran; hexane;
DOI:10.1021/ja00338a027