N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

Base Information

Chemical Name:N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide
CAS No.:859169-06-5
Molecular Formula:C₁₇H₁₈N₂O₃S
Molecular Weight:330.408
Hs Code.:

<i>N</i>-{4-[4-(3,6-dihydro-2<i>H</i>-thiopyran-4-yl)-phenyl]-5-oxo-5<i>H</i>-isoxazol-2-ylmethyl}-acetamide

Synonyms:N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

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Chemical Property of N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

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Technology Process of N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

There total 4 articles about N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide 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:

: 259542-81-9
N-{[4-(4-iodophenyl)-5-oxo-2-hydroisoxazol-2-yl]methyl}acetamide

: 1072-72-6
Tetrahydrothiopyran-4-one

: 859169-06-5
N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

Guidance literature:: Tetrahydrothiopyran-4-one; With tri-n-butyltin lithium; In tetrahydrofuran; at -78 ℃;

With methanesulfonyl chloride; triethylamine; In dichloromethane;

N-{[4-(4-iodophenyl)-5-oxo-2-hydroisoxazol-2-yl]methyl}acetamide; With tris(dibenzylideneacetone)dipalladium ⁽⁰⁾; triphenyl-arsane; In 1-methyl-pyrrolidin-2-one; at 70 ℃;
DOI:10.1016/j.bmcl.2005.04.003

Reference yield:

: 15250-46-1
ethyl (4-iodophenyl)acetate

: 859169-06-5
N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 3 steps

1.1: NaH

1.2: 88 percent / H₂NOH / methanol

2.1: 72 percent / H₂SO₄

3.1: Bu₃SnLi / tetrahydrofuran / -78 °C

3.2: MsCl; Et₃N / CH₂Cl₂

3.3: Pd₂(dba)3; AsPh₃ / 1-methyl-pyrrolidin-2-one / 70 °C

With tri-n-butyltin lithium; sulfuric acid; sodium hydride; In tetrahydrofuran; 3.3: Stille reaction;
DOI:10.1016/j.bmcl.2005.04.003

Reference yield:

: 5438-70-0
ethyl (4-amino-3,5-dibromophenyl)acetate

: 859169-06-5
N-{4-[4-(3,6-dihydro-2H-thiopyran-4-yl)-phenyl]-5-oxo-5H-isoxazol-2-ylmethyl}-acetamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 89 percent / NaNO₂; KI; aq. HCl / tetrahydrofuran

2.1: NaH

2.2: 88 percent / H₂NOH / methanol

3.1: 72 percent / H₂SO₄

4.1: Bu₃SnLi / tetrahydrofuran / -78 °C

4.2: MsCl; Et₃N / CH₂Cl₂

4.3: Pd₂(dba)3; AsPh₃ / 1-methyl-pyrrolidin-2-one / 70 °C

With hydrogenchloride; tri-n-butyltin lithium; sulfuric acid; sodium hydride; potassium iodide; sodium nitrite; In tetrahydrofuran; 4.3: Stille reaction;
DOI:10.1016/j.bmcl.2005.04.003