(R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

Base Information

Chemical Name:(R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid
CAS No.:1357575-15-5
Molecular Formula:C₃₁H₃₈ClNO₃Si
Molecular Weight:536.186
Hs Code.:

Synonyms:(R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

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Chemical Property of (R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

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Technology Process of (R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

There total 8 articles about (R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid 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: 89.0%

: 1357575-14-4
(R)-ethyl 4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoate

: 1357575-15-5
(R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

Guidance literature:: With water; lithium hydroxide; In tetrahydrofuran; methanol; at 18 - 25 ℃;

Reference yield:

: 1679-18-1
4-Chlorophenylboronic acid

: 1357575-15-5
(R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / Inert atmosphere; Reflux

2.1: TurboGrignard / tetrahydrofuran / -15 - 25 °C / Inert atmosphere

2.2: 1.58 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane; methanol / 0.67 h / 18 - 25 °C

4.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 20 h / 120 °C

4.2: 24 h / 120 °C

5.1: Chiralpak IA column / isopropyl alcohol / Resolution of racemate

6.1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / 0 - 25 °C

7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 18 - 25 °C

With 2,6-dimethylpyridine; TurboGrignard; water; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene; 1.1: Suzuki Coupling;

Reference yield:

: 583-53-9
2,3-dibromobenzene

: 1357575-15-5
(R)-4-(4-((tert-butyldimethylsilyloxy)(4'-chlorobiphenyl-2-yl)methyl)piperidin-1-yl)benzoic acid

Guidance literature:: Multi-step reaction with 7 steps

1.1: sodium carbonate / tetrakis(triphenylphosphine) palladium⁽⁰⁾ / toluene; water / Inert atmosphere; Reflux

2.1: TurboGrignard / tetrahydrofuran / -15 - 25 °C / Inert atmosphere

2.2: 1.58 h / 0 °C

3.1: trifluoroacetic acid / dichloromethane; methanol / 0.67 h / 18 - 25 °C

4.1: N-ethyl-N,N-diisopropylamine / dimethyl sulfoxide / 20 h / 120 °C

4.2: 24 h / 120 °C

5.1: Chiralpak IA column / isopropyl alcohol / Resolution of racemate

6.1: 2,6-dimethylpyridine / dichloromethane / 0.17 h / 0 - 25 °C

7.1: water; lithium hydroxide / tetrahydrofuran; methanol / 18 - 25 °C

With 2,6-dimethylpyridine; TurboGrignard; water; sodium carbonate; N-ethyl-N,N-diisopropylamine; trifluoroacetic acid; lithium hydroxide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; methanol; dichloromethane; water; dimethyl sulfoxide; isopropyl alcohol; toluene; 1.1: Suzuki Coupling;