allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

Base Information

Chemical Name:allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate
CAS No.:862414-84-4
Molecular Formula:C₂₃H₂₇FN₂O₅
Molecular Weight:430.476
Hs Code.:

Synonyms:allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

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Chemical Property of allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

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Technology Process of allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

There total 10 articles about allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate 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:

: 124980-98-9
(R)-methyl 3-(4-fluorophenyl)-2-hydroxypropanoate

: 862414-84-4
allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

Guidance literature:: Multi-step reaction with 8 steps

1.1: 2,6-lutidine / CH₂Cl₂ / 0.67 h / 0 °C

2.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

2.2: tetrahydrofuran / 24 h / 0 - 20 °C

3.1: CF₃CO₂H / CH₂Cl₂ / 24 h / 20 °C

4.1: 83 percent / H₂ / Pd-C / methanol / 10 h / 20 °C

5.1: 90 percent / lithium hydroxide / H₂O; methanol / 1 h / 0 °C

6.1: 84 percent / Cs₂CO₃ / dimethylformamide / 5 h / 45 °C

7.1: HCl / dioxane / 2 h / 20 °C

8.1: 187 mg / 4-methylmorpholine / CH₂Cl₂ / 2 h / 25 °C

With 4-methyl-morpholine; 2,6-dimethylpyridine; hydrogenchloride; lithium hydroxide; hydrogen; sodium hydride; caesium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.05.065

Reference yield:

: 328273-04-7
(2R)-3-(4-Fluorophenyl)-2-trifluoromethane-sulfonyloxypropionic Acid Methyl Ester

: 862414-84-4
allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

Guidance literature:: Multi-step reaction with 7 steps

1.1: NaH / tetrahydrofuran / 0.5 h / 0 °C

1.2: tetrahydrofuran / 24 h / 0 - 20 °C

2.1: CF₃CO₂H / CH₂Cl₂ / 24 h / 20 °C

3.1: 83 percent / H₂ / Pd-C / methanol / 10 h / 20 °C

4.1: 90 percent / lithium hydroxide / H₂O; methanol / 1 h / 0 °C

5.1: 84 percent / Cs₂CO₃ / dimethylformamide / 5 h / 45 °C

6.1: HCl / dioxane / 2 h / 20 °C

7.1: 187 mg / 4-methylmorpholine / CH₂Cl₂ / 2 h / 25 °C

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; sodium hydride; caesium carbonate; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.05.065

Reference yield:

: 328273-02-5
(2R,5S)-methyl 5-(benzyloxycarbonylamino)-2-(4-fluorobenzyl)-6-methyl-4-oxoheptanoate

: 862414-84-4
allyl (2R,5S)-2-(4-fluorobenzyl)-6-methyl-5-{[(5-methyl-3-isoxazolyl)carbonyl]amino}-4-oxoheptanoate

Guidance literature:: Multi-step reaction with 5 steps

1: 83 percent / H₂ / Pd-C / methanol / 10 h / 20 °C

2: 90 percent / lithium hydroxide / H₂O; methanol / 1 h / 0 °C

3: 84 percent / Cs₂CO₃ / dimethylformamide / 5 h / 45 °C

4: HCl / dioxane / 2 h / 20 °C

5: 187 mg / 4-methylmorpholine / CH₂Cl₂ / 2 h / 25 °C

With 4-methyl-morpholine; hydrogenchloride; lithium hydroxide; hydrogen; caesium carbonate; palladium on activated charcoal; In 1,4-dioxane; methanol; dichloromethane; water; N,N-dimethyl-formamide;
DOI:10.1016/j.bmc.2005.05.065