(E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

Base Information

Chemical Name:(E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester
CAS No.:163457-38-3
Molecular Formula:C₁₅H₁₇FO₅
Molecular Weight:296.295
Hs Code.:

Synonyms:(E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

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Chemical Property of (E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

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Technology Process of (E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

There total 8 articles about (E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl 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: 97.0%

: 163457-37-2
(-)-p-fluorophenyl (2E)-4-<((2'R)-2'-((tert-butyldimethylsiloxy)methyl)butanoyl)oxy>-2-butenoate

: 163457-38-3
(E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

Guidance literature:: With water; acetic acid; In tetrahydrofuran; at 40 ℃; for 12h;
DOI:10.1021/jo951653e

Reference yield:

: 163457-34-9
(+)-(4S)-3-<(2'R)-2'-((benzyloxy)methyl)butanoyl>-4-benzyl-2-oxazolidinone

: 163457-38-3
(E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / H₂ / Pd on carbon / ethanol / 72 h / Ambient temperature

2: 100 percent / 4-(N,N-dimethylamino)pyridine, Et₃N / CH₂Cl₂ / 5 h / Ambient temperature

3: aq. H₂O₂, LiOH*H₂O / tetrahydrofuran / 2 h / Ambient temperature

4: 100 percent / 4-(N,N-dimethylamino)pyridine, DCC / 1,2-dichloro-ethane / 12 h / Ambient temperature

5: 97 percent / AcOH, H₂O / tetrahydrofuran / 12 h / 40 °C

With dmap; lithium hydroxide; water; hydrogen; dihydrogen peroxide; acetic acid; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; 1,2-dichloro-ethane;
DOI:10.1021/jo951653e

Reference yield:

: 371-41-5
4-Fluorophenol

: 163457-38-3
(E)-4-((R)-2-Hydroxymethyl-butyryloxy)-but-2-enoic acid 4-fluoro-phenyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 4-(N,N-dimethylamino)pyridine, DCC / 1,2-dichloro-ethane / 14 h / Ambient temperature

2: 90 percent / aq. AcOH / tetrahydrofuran / 10 h / Ambient temperature

3: 100 percent / 4-(N,N-dimethylamino)pyridine, DCC / 1,2-dichloro-ethane / 12 h / Ambient temperature

4: 97 percent / AcOH, H₂O / tetrahydrofuran / 12 h / 40 °C

With dmap; water; acetic acid; dicyclohexyl-carbodiimide; In tetrahydrofuran; 1,2-dichloro-ethane;
DOI:10.1021/jo951653e