(5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one

Base Information

• Chemical Name: (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one
• CAS No.: 591231-99-1
• Molecular Formula: C₁₅H₁₇FN₂O₄S
• Molecular Weight: 340.375

Synonyms:(5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one

Chemical Property of (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one

Chemical Property:

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Technology Process of (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one

There total 1 articles about (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one 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:

(5R)-3-[4-(3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-azidomethyloxazolidin-2-one (371195-52-7) → (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one (591231-99-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 88 percent / 3-chloroperbenzoic acid / CH₂Cl₂ / 2.5 h / 0 - 20 °C

2: 96 percent / PPh₃; water / acetonitrile / 20 °C

With water; 3-chloro-benzenecarboperoxoic acid; triphenylphosphine; In dichloromethane; acetonitrile;

DOI:10.1021/jm0400810

Reference yield: 72.0%

N'-[(1E)-1-(dichloromethyl)propylidene]-4-methylbenzenesulfonylhydrazide (591231-98-0) + (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one (591231-99-1) → (5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[(4-ethyl)-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 0 - 20 ℃;

DOI:10.1021/jm0400810

Reference yield: 64.0%

N′-(2,2-dichloro-1-methylethylidene)-4-methylbenzenesulfonohydrazide (91257-99-7) + (5S)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-(aminomethyl)oxazolidin-2-one (591231-99-1) → (5R)-3-[4-(1,1-dioxo-3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-[(4-methyl)-1,2,3-triazol-1-ylmethyl]oxazolidin-2-one

Guidance literature:

With N-ethyl-N,N-diisopropylamine; In methanol; at 0 - 20 ℃;

DOI:10.1021/jm0400810

upstream raw materials:

(5R)-3-[4-(3,6-dihydro-2H-thiopyran-4-yl)-3-fluorophenyl]-5-azidomethyloxazolidin-2-one

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