(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

Base Information

Chemical Name:(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester
CAS No.:541513-63-7
Molecular Formula:C₁₇H₂₄O₅
Molecular Weight:308.375
Hs Code.:

Synonyms:(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

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Chemical Property of (2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

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Technology Process of (2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

There total 4 articles about (2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester 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: 78.0%

: 100-39-0
benzyl bromide

: 541513-60-4
(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid

: 541513-63-7
(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

Guidance literature:: With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃; for 16h;
DOI:10.1039/b210606j

Reference yield:

: 32233-44-6
2-[(4S)-2,2-dimethyl-1,3-dioxolan-4-yl]acetaldehyde

: 541513-63-7
(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

Guidance literature:: Multi-step reaction with 3 steps

1.1: CH₂Cl₂ / 1.67 h / -65 - -5 °C

1.2: 2.313 g / aq. H₂O₂ / CH₂Cl₂; methanol / 1 h / 0 °C

2.1: 86 percent / LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 1 h / ice-cooling

3.1: 78 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

With lithium hydroxide; dihydrogen peroxide; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1039/b210606j

Reference yield:

: 95422-24-5
methyl (3S)-3,4-O-isopropylidene-3,4-dihydroxybutanoate

: 541513-63-7
(2R,3S)-4-[(1S)-2,2-dimethyl-[1,3]-dioxolan-4-yl]-3-hydroxy-2-methylbutyric acid benzyl ester

Guidance literature:: Multi-step reaction with 4 steps

1.1: 84 percent / DIBAL / CH₂Cl₂; toluene / 0.5 h / -90 °C

2.1: CH₂Cl₂ / 1.67 h / -65 - -5 °C

2.2: 2.313 g / aq. H₂O₂ / CH₂Cl₂; methanol / 1 h / 0 °C

3.1: 86 percent / LiOH*H₂O; aq. H₂O₂ / tetrahydrofuran / 1 h / ice-cooling

4.1: 78 percent / K₂CO₃ / dimethylformamide / 16 h / 20 °C

With lithium hydroxide; dihydrogen peroxide; diisobutylaluminium hydride; potassium carbonate; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1039/b210606j