1(2H)-Pyridinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3,4-dihydro-6-[3-(phenyl methoxy)-1-propynyl]-, methyl ester, (2S)-

Base Information

Chemical Name:1(2H)-Pyridinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3,4-dihydro-6-[3-(phenyl methoxy)-1-propynyl]-, methyl ester, (2S)-
CAS No.:880881-66-3
Molecular Formula:C34H39NO4Si
Molecular Weight:553.773
Hs Code.:

1(2H)-Pyridinecarboxylic acid,
2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3,4-dihydro-6-[3-(phenyl
methoxy)-1-propynyl]-, methyl ester, (2S)-

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1(2H)-Pyridinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3,4-dihydro-6-[3-(phenyl methoxy)-1-propynyl]-, methyl ester, (2S)-

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MSDS Files:: SDS file from LookChem

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Technology Process of 1(2H)-Pyridinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3,4-dihydro-6-[3-(phenyl methoxy)-1-propynyl]-, methyl ester, (2S)-

There total 1 articles about 1(2H)-Pyridinecarboxylic acid, 2-[[[(1,1-dimethylethyl)diphenylsilyl]oxy]methyl]-3,4-dihydro-6-[3-(phenyl methoxy)-1-propynyl]-, methyl ester, (2S)- 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: 91.0%

: 4039-82-1
Benzyl propargyl ether

: 442202-21-3
methyl (6S)-(-)-2-(tert-butyldiphenylsilyloxymethyl)-6-trifluoromethanesulfonyloxy-3,4-dihydro-2H-pyridine-1-carboxylate

: 880881-66-3
methyl (2S)-(-)-6-(3-benzyloxyprop-1-ynyl)-2-tert-butyldiphenylsilyloxymethyl-3,4-dihydro-2H-pyridine-1-carboxylate

Guidance literature:: With diisopropylamine; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; at 20 ℃; for 20h;
DOI:10.3987/COM-05-S(K)7

Reference yield: 65.0%

: 880881-66-3
methyl (2S)-(-)-6-(3-benzyloxyprop-1-ynyl)-2-tert-butyldiphenylsilyloxymethyl-3,4-dihydro-2H-pyridine-1-carboxylate

: 6-(3-benzyloxy-prop-1-ynyl)-2-hydroxymethyl-3,4-dihydro-2H-pyridine-1-carboxylic acid methyl ester

: 880881-67-4
methyl (2S,6S)-(-)-2-(3-benzyloxyprop-1-ynyl)-6-hydroxymethylpiperidine-1-carboxylate

Guidance literature:: With sodium cyanoborohydride; trifluoroacetic acid; In dichloromethane; at -78 - -10 ℃; for 1h;
DOI:10.3987/COM-05-S(K)7

Reference yield:

: 880881-66-3
methyl (2S)-(-)-6-(3-benzyloxyprop-1-ynyl)-2-tert-butyldiphenylsilyloxymethyl-3,4-dihydro-2H-pyridine-1-carboxylate

: (2S,6R)-2-(3-Benzyloxy-propyl)-6-propyl-piperidine

Guidance literature:: Multi-step reaction with 5 steps

1.1: 65 percent / NaBH₃CN; TFA / CH₂Cl₂ / 1 h / -78 - -10 °C

2.1: (COCl)2; DMSO; Et₃N / CH₂Cl₂ / 1 h / -78 - 0 °C

3.1: n-BuLi / hexane; tetrahydrofuran / 0.08 h / 0 °C

3.2: 439 mg / hexane; tetrahydrofuran / 4 h / 20 °C

4.1: H₂ / Pd/C / ethyl acetate / 72 h / 760 Torr

5.1: n-PrSH; n-BuLi / hexamethylphosphoric acid triamide; tetrahydrofuran / 52 h / 20 °C

With n-butyllithium; oxalyl dichloride; 1-thiopropane; hydrogen; sodium cyanoborohydride; dimethyl sulfoxide; triethylamine; trifluoroacetic acid; palladium on activated charcoal; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; dichloromethane; ethyl acetate; 2.1: Swern oxidation / 3.2: Wittig reaction;
DOI:10.3987/COM-05-S(K)7