(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

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Chemical Name:(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol
CAS No.:311348-80-8
Molecular Formula:C₃₇H₄₄FNO₃Si
Molecular Weight:597.845
Hs Code.:

Synonyms:(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

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Chemical Property of (S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

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Technology Process of (S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

There total 6 articles about (S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol 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: 95.0%

: 332-42-3
(2-bromoethyl)-4-fluorobenzene

: 311348-78-4
(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-4-piperidinemethanol

: 311348-80-8
(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

Guidance literature:: With sodium hydrogencarbonate; In N,N-dimethyl-formamide; at 85 ℃; for 1.5h;
DOI:10.1016/S0968-0896(00)00175-9

Reference yield:

: 108534-61-8
(2-methoxyphenoxy)-(1,1-dimethylethyl)diphenylsilane

: 311348-80-8
(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane / 2 h

1.2: 61 percent / hexane / -50 - 20 °C

2.1: TFA / 0.5 h / 25 - 30 °C

3.1: NaBH₄ / methanol / 25 - 30 °C

4.1: 84 percent / (+)-mandelic acid / methanol / Heating

5.1: 95 percent / NaHCO₃ / dimethylformamide / 1.5 h / 85 °C

With sodium tetrahydroborate; n-butyllithium; sodium hydrogencarbonate; (+)-mandelic acid; trifluoroacetic acid; In methanol; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: carbamate cleavage / 3.1: Reduction / 4.1: optical resolution / 5.1: Alkylation;
DOI:10.1016/S0968-0896(00)00175-9

Reference yield:

: 139290-70-3
tert-butyl 4-(methoxy(methyl)carbamoyl)piperidine-1-carboxylate

: 311348-80-8
(S)-(+)-α-[2-methoxy-3-[(1,1-dimethylethyl)diphenylsilyl]oxyphenyl]-41-[2-(4-fluorophenyl)ethyl]-4-piperidinemethanol

Guidance literature:: Multi-step reaction with 5 steps

1.1: n-BuLi / hexane / 2 h

1.2: 61 percent / hexane / -50 - 20 °C

2.1: TFA / 0.5 h / 25 - 30 °C

3.1: NaBH₄ / methanol / 25 - 30 °C

4.1: 84 percent / (+)-mandelic acid / methanol / Heating

5.1: 95 percent / NaHCO₃ / dimethylformamide / 1.5 h / 85 °C

With sodium tetrahydroborate; n-butyllithium; sodium hydrogencarbonate; (+)-mandelic acid; trifluoroacetic acid; In methanol; hexane; N,N-dimethyl-formamide; 1.1: Metallation / 1.2: Substitution / 2.1: carbamate cleavage / 3.1: Reduction / 4.1: optical resolution / 5.1: Alkylation;
DOI:10.1016/S0968-0896(00)00175-9