(R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

Base Information

Chemical Name:(R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one
CAS No.:221201-59-8
Molecular Formula:C₁₇H₂₀FN₃O₃S
Molecular Weight:365.429
Hs Code.:

Synonyms:(R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

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Chemical Property of (R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

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Technology Process of (R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

There total 6 articles about (R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-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:

: 75-15-0,12122-00-8
carbon disulfide

: 221201-29-2
(S)-5-Aminomethyl-3-[3-fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-oxazolidin-2-one

: 221201-59-8
(R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

Guidance literature:: With chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; at 0 ℃; for 4h;
DOI:10.1248/cpb.49.361

Reference yield:

: 4045-24-3
4-methoxypiperidine

: 221201-59-8
(R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 7 steps

1.1: N,N-diisopropylethylamine / acetonitrile / 17 h / Heating

2.1: H₂ / PtO₂ / methanol / 3 h / 20 °C / 1471.02 Torr

3.1: Et₃N / tetrahydrofuran / 2 h / 20 °C

4.1: sodium azide / dimethylformamide / 6 h / 65 °C

5.1: triphenylphosphine; H₂O / tetrahydrofuran / 11 h / 40 °C

6.1: Et₃N / tetrahydrofuran / 4 h / 0 °C

6.2: ethyl chloroformate / tetrahydrofuran / 1 h / 0 °C

With sodium azide; water; hydrogen; triethylamine; N-ethyl-N,N-diisopropylamine; triphenylphosphine; platinum(IV) oxide; In tetrahydrofuran; methanol; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1248/cpb.49.353

Reference yield:

: 221198-89-6
3-fluoro-4-(4-methoxy-piperidin-1-yl)-phenylamine

: 221201-59-8
(R)-3-[3-Fluoro-4-(4-methoxy-piperidin-1-yl)-phenyl]-5-isothiocyanatomethyl-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1.1: Et₃N / tetrahydrofuran / 2 h / 20 °C

2.1: sodium azide / dimethylformamide / 6 h / 65 °C

3.1: triphenylphosphine; H₂O / tetrahydrofuran / 11 h / 40 °C

4.1: Et₃N / tetrahydrofuran / 4 h / 0 °C

4.2: ethyl chloroformate / tetrahydrofuran / 1 h / 0 °C

With sodium azide; water; triethylamine; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide;
DOI:10.1248/cpb.49.353