4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

Base Information

Chemical Name:4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide
CAS No.:1373215-45-2
Molecular Formula:C₂₃H₂₆FN₃O₄
Molecular Weight:427.476
Hs Code.:

Synonyms:4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

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Chemical Property of 4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

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Technology Process of 4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

There total 11 articles about 4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide 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: 84.0%

: 6704-31-0
oxetan-3-one

: 1373215-50-9
4-fluoro-N-((3R,4S)-3-hydroxy-6-(piperazin-1-yl)chroman-4-yl)benzamide

: 1373215-45-2
4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

Guidance literature:: With 5%-palladium/activated carbon; hydrogen; acetic acid; In methanol; ethyl acetate; at 35 ℃; for 24h; under 1875.19 Torr; Inert atmosphere; Large scale;
DOI:10.1021/ml500283g

Reference yield: 73.0%

: 6704-31-0
oxetan-3-one

: 1373215-42-9
4-fluoro-N-[(3R,4S)-3-hydroxy-6-piperazin-1-yl-chroman-4-yl]benzamide hydrochloride

: 1373215-45-2
4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

Guidance literature:: With sodium tris(acetoxy)borohydride; In acetonitrile; at 28 ℃; for 5.66667h;

Reference yield:

: 49660-57-3
6-bromochroman-4-one

: 1373215-45-2
4-fluoro-N-((3R,4S)-3-hydroxy-6-(4-(oxetan-3-yl)piperazin-1-yl)chroman-4-yl)benzamide

Guidance literature:: Multi-step reaction with 8 steps

1.1: sodium tetrahydroborate / ethanol / 3 h / 20 °C / Industry scale

1.2: Industry scale; Cooling with ice

2.1: toluene-4-sulfonic acid / toluene / 3.83 h / 50 °C / Reflux; Industry scale

3.1: N-Bromosuccinimide; water / dimethyl sulfoxide / 1.5 h / 0 - 5 °C

4.1: ammonium hydroxide / isopropyl alcohol; water / 15 h / 20 °C

5.1: D-(+)-camphoric acid / acetonitrile; water / 0.17 h / 70 - 75 °C

5.2: 50 °C

6.1: sodium hydrogencarbonate / water; tetrahydrofuran / 2.25 h / 17 °C / Industry scale

7.1: sodium t-butanolate / bis(η3-allyl-μ-chloropalladium(II)); tri tert-butylphosphoniumtetrafluoroborate / dimethyl sulfoxide / 0.75 h / 93 - 98 °C / Inert atmosphere

7.2: pH 2.3

7.3: 1 h / 40 °C

8.1: sodium tris(acetoxy)borohydride / acetonitrile / 5.67 h / 28 °C

With ammonium hydroxide; sodium tetrahydroborate; N-Bromosuccinimide; D-(+)-camphoric acid; water; sodium tris(acetoxy)borohydride; sodium hydrogencarbonate; toluene-4-sulfonic acid; sodium t-butanolate; bis(η3-allyl-μ-chloropalladium(II)); tri tert-butylphosphoniumtetrafluoroborate; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; isopropyl alcohol; toluene; acetonitrile;