Cyclopropanecarboxylic acid, 2-[(acetyloxy)methyl]-3-(2-phenylethyl)-, (1R,2S,3S)-

Base Information

Chemical Name:Cyclopropanecarboxylic acid, 2-[(acetyloxy)methyl]-3-(2-phenylethyl)-, (1R,2S,3S)-
CAS No.:392656-22-3
Molecular Formula:C₁₅H₁₈O₄
Molecular Weight:262.306
Hs Code.:
Mol file:392656-22-3.mol

Synonyms:

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Chemical Property of Cyclopropanecarboxylic acid, 2-[(acetyloxy)methyl]-3-(2-phenylethyl)-, (1R,2S,3S)-

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Technology Process of Cyclopropanecarboxylic acid, 2-[(acetyloxy)methyl]-3-(2-phenylethyl)-, (1R,2S,3S)-

There total 8 articles about Cyclopropanecarboxylic acid, 2-[(acetyloxy)methyl]-3-(2-phenylethyl)-, (1R,2S,3S)- 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:

: 58506-33-5
5-phenyl-trans,trans-2,4-pentadien-1-ol

: 392656-22-3
(1R,2S,3S)-2-Acetoxymethyl-3-phenethyl-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 8 steps

1: 87 percent / 120 °C / 70 Torr

2: 66 percent / tosyl azide; tetrabutylammonium bromide; aq. NaOH / CH₂Cl₂ / 20 °C

3: 51 percent / CuSO₄; Cu(aca)2 / benzene / Heating

4: 87 percent / LiAlH₄ / tetrahydrofuran / 20 °C

5: 93 percent / Pseudomonas fluorescens lipase AK / benzene / 3 h / 20 °C

6: 95 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C / 2660.18 Torr

7: 639 mg / oxalyl chloride; DMSO / -78 °C

8: 611 mg / sodium chlorite

With sodium hydroxide; sodium chlorite; lithium aluminium tetrahydride; 4-toluenesulfonyl azide; oxalyl dichloride; Cu(aca)2; Pseudomonas fluorescens lipase AK; tetrabutylammomium bromide; hydrogen; copper(II) sulfate; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; benzene; 7: Swern oxidation;
DOI:10.1021/jo010728d

Reference yield:

: 392656-04-1
5-phenyl-trans,trans-2,4-pentadienyl α-diazoacetate

: 392656-22-3
(1R,2S,3S)-2-Acetoxymethyl-3-phenethyl-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 6 steps

1: 51 percent / CuSO₄; Cu(aca)2 / benzene / Heating

2: 87 percent / LiAlH₄ / tetrahydrofuran / 20 °C

3: 93 percent / Pseudomonas fluorescens lipase AK / benzene / 3 h / 20 °C

4: 95 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C / 2660.18 Torr

5: 639 mg / oxalyl chloride; DMSO / -78 °C

6: 611 mg / sodium chlorite

With sodium chlorite; lithium aluminium tetrahydride; oxalyl dichloride; Cu(aca)2; Pseudomonas fluorescens lipase AK; hydrogen; copper(II) sulfate; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; benzene; 5: Swern oxidation;
DOI:10.1021/jo010728d

Reference yield:

: 1-oxo-4-styryl-1,3,3a,4a-tetrahydrocyclopropa[c]furan

: 392656-22-3
(1R,2S,3S)-2-Acetoxymethyl-3-phenethyl-cyclopropanecarboxylic acid

Guidance literature:: Multi-step reaction with 5 steps

1: 87 percent / LiAlH₄ / tetrahydrofuran / 20 °C

2: 93 percent / Pseudomonas fluorescens lipase AK / benzene / 3 h / 20 °C

3: 95 percent / H₂ / Pd/C / ethanol / 3 h / 20 °C / 2660.18 Torr

4: 639 mg / oxalyl chloride; DMSO / -78 °C

5: 611 mg / sodium chlorite

With sodium chlorite; lithium aluminium tetrahydride; oxalyl dichloride; Pseudomonas fluorescens lipase AK; hydrogen; dimethyl sulfoxide; palladium on activated charcoal; In tetrahydrofuran; ethanol; benzene; 4: Swern oxidation;
DOI:10.1021/jo010728d