2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate

Base Information

Chemical Name:2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate
CAS No.:92817-51-1
Molecular Formula:C₂₃H₃₀O₄
Molecular Weight:370.489
Hs Code.:

Synonyms:2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate

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

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

There total 5 articles about 2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate 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: 30.0%

: 630-19-3
pivalaldehyde

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

: 92817-51-1
2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate

Guidance literature:: With lithium diisopropyl amide; In tetrahydrofuran; at -78 ℃; for 0.333333h;
DOI:10.1021/ja00338a027

Reference yield:

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

: 92817-51-1
2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate

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: 30 percent / 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:

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

: 92817-51-1
2',6'-dimethylphenyl (2RS,3SR)-2-(benzyloxy)-3-hydroxy-2,4,4-trimethylpentanoate

Guidance literature:: Multi-step reaction with 2 steps

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

2: 30 percent / LDA / tetrahydrofuran / 0.33 h / -78 °C

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