(2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

Base Information

Chemical Name:(2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate
CAS No.:155882-52-3
Molecular Formula:C₁₈H₂₃BrO₆
Molecular Weight:415.281
Hs Code.:

Synonyms:(2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

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Chemical Property of (2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

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Technology Process of (2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

There total 5 articles about (2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate 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%

: 586-75-4
4-chlorobenzoyl chloride

: 155882-51-2
(S)-2-((R)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-3-hydroxy-2-methyl-propionic acid ethyl ester

: 155882-52-3
(2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

Guidance literature:: With pyridine; Ambient temperature;
DOI:10.1021/jo00091a046

Reference yield:

: (3S,4R)-4,5-Dihydroxy-3-methyl-tetrahydro-furan-3-carboxylic acid ethyl ester

: 155882-52-3
(2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

Guidance literature:: Multi-step reaction with 3 steps

1: NaBH₄ / ethanol / 2 h / 0 °C

2: TsOH / 5 h / Heating

3: 78 percent / pyridine / Ambient temperature

With pyridine; sodium tetrahydroborate; toluene-4-sulfonic acid; In ethanol;
DOI:10.1021/jo00091a046

Reference yield:

: 155882-38-5
(3S,4R)-4-(tert-Butyl-dimethyl-silanyloxy)-3-methyl-5-oxo-tetrahydro-furan-3-carboxylic acid ethyl ester

: 155882-52-3
(2S,3R)-Ethyl 2-methyl-2-(hydroxymethyl)-3,4-(isopropylidenedioxy)butyrate 4-bromobenzoate

Guidance literature:: Multi-step reaction with 5 steps

1: 78 percent / DIBAH / diethyl ether; hexane / 3 h / -30 °C

2: TBAF / tetrahydrofuran / 3 h / 23 °C

3: NaBH₄ / ethanol / 2 h / 0 °C

4: TsOH / 5 h / Heating

5: 78 percent / pyridine / Ambient temperature

With pyridine; sodium tetrahydroborate; tetrabutyl ammonium fluoride; diisobutylaluminium hydride; toluene-4-sulfonic acid; In tetrahydrofuran; diethyl ether; ethanol; hexane;
DOI:10.1021/jo00091a046