(2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

Base Information

Chemical Name:(2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid
CAS No.:864778-31-4
Molecular Formula:C₁₅H₂₂O₃
Molecular Weight:250.338
Hs Code.:

Synonyms:(2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

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Chemical Property of (2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

Chemical Property:

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Technology Process of (2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

There total 7 articles about (2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid 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: 85.0%

: 864778-16-5
(2E,4S)-4-[(benzyloxy)methyl]-4-ethyl-5-methyl-2-hexene

: 864778-31-4
(2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

Guidance literature:: (2E,4S)-4-[(benzyloxy)methyl]-4-ethyl-5-methyl-2-hexene; With ozone; In dichloromethane; at -78 ℃;

With jones reagent; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1002/anie.200500672

Reference yield:

: (E)-5-(benzyloxy)-4-iodo-3-penten-2-ol

: 864778-31-4
(2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

Guidance literature:: Multi-step reaction with 5 steps

1.1: 80 percent / Pd(PPh₃)4 / tetrahydrofuran / 10 h / 25 °C

2.1: 40 percent / vinyl acetate; Amano lipase AK / pentane / 26 h / 40 °C / Enzymatic reaction

3.1: 100 percent / pyridine DMAP / CH₂Cl₂ / 12 h / -10 °C

4.1: 80 percent / CuCN*2LiCl / tetrahydrofuran / 14 h / -30 - -10 °C

5.1: O₃ / CH₂Cl₂ / -78 °C

5.2: 85 percent / Jones reagent / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; vinyl acetate; Amano Lipase AK; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; pentane; 1.1: Negishi cross-coupling;
DOI:10.1002/anie.200500672

Reference yield:

: 4039-82-1
Benzyl propargyl ether

: 864778-31-4
(2R)-2-[(benzyloxy)methyl]-2-ethyl-3-methylbutanoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: LDSA / tetrahydrofuran / 0.33 h / 20 °C

1.2: 88 percent / tetrahydrofuran / 10 h / -80 - 20 °C

2.1: CuCN; n-BuLi; Bu₃SnH / tetrahydrofuran; methanol / 15 h / -80 - -10 °C

2.2: 4.209 g / I₂ / CH₂Cl₂ / 1 h / 0 °C

3.1: 80 percent / Pd(PPh₃)4 / tetrahydrofuran / 10 h / 25 °C

4.1: 40 percent / vinyl acetate; Amano lipase AK / pentane / 26 h / 40 °C / Enzymatic reaction

5.1: 100 percent / pyridine DMAP / CH₂Cl₂ / 12 h / -10 °C

6.1: 80 percent / CuCN*2LiCl / tetrahydrofuran / 14 h / -30 - -10 °C

7.1: O₃ / CH₂Cl₂ / -78 °C

7.2: 85 percent / Jones reagent / CH₂Cl₂ / 1 h / 20 °C

With pyridine; dmap; n-butyllithium; vinyl acetate; Amano Lipase AK; tri-n-butyl-tin hydride; ozone; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; pentane; 3.1: Negishi cross-coupling;
DOI:10.1002/anie.200500672