2-Piperidinemethanol, 3-hydroxy-5-(phenylmethoxy)-, (2S,3S,5S)-

Base Information

Chemical Name:2-Piperidinemethanol, 3-hydroxy-5-(phenylmethoxy)-, (2S,3S,5S)-
CAS No.:561285-39-0
Molecular Formula:C₁₃H₁₉NO₃
Molecular Weight:237.299
Hs Code.:

Synonyms:

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Chemical Property of 2-Piperidinemethanol, 3-hydroxy-5-(phenylmethoxy)-, (2S,3S,5S)-

Chemical Property:

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Technology Process of 2-Piperidinemethanol, 3-hydroxy-5-(phenylmethoxy)-, (2S,3S,5S)-

There total 7 articles about 2-Piperidinemethanol, 3-hydroxy-5-(phenylmethoxy)-, (2S,3S,5S)- 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: 53.0%

: 561285-38-9
(+)-4-benzyloxy-8-[(4-methylphenyl)sulfonyl]-6-oxa-8-azabicyclo[3.2.1]-oct-2-yl acetate

: 561285-39-0
(+)-5-benzyloxy-2-(hydroxymethyl)piperidin-3-ol

Guidance literature:: (+)-4-benzyloxy-8-[(4-methylphenyl)sulfonyl]-6-oxa-8-azabicyclo[3.2.1]-oct-2-yl acetate; With sodium bis(2-methoxyethoxy)aluminium dihydride; In 1,2-dimethoxyethane; toluene; for 24h; Heating;

With hydrogenchloride; water; In 1,2-dimethoxyethane; toluene;

With Dowex 50X₈; Further stages.;
DOI:10.1002/ejoc.200390163

Reference yield:

: 64757-64-8
L-furylglycine

: 561285-39-0
(+)-5-benzyloxy-2-(hydroxymethyl)piperidin-3-ol

Guidance literature:: Multi-step reaction with 7 steps

1.1: N-ethyldiisopropylamine / H₂O; ethyl acetate / 8 h / 20 °C

2.1: LiAlH₄ / tetrahydrofuran; diethyl ether / 4 h / -5 °C

3.1: sodium acetate; N-bromosuccinimide / tetrahydrofuran; H₂O / 4 h / 0 °C

4.1: p-TsOH / benzene / 0.5 h / Heating

5.1: 69 percent / Et₃N / 24 h / 20 °C

6.1: CeCl₃*7H₂O; NaBH₄ / methanol / 2.5 h / -10 - -5 °C

6.2: 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

7.1: Red-Al(R) / toluene; 1,2-dimethoxy-ethane / 24 h / Heating

7.2: HCl; water / toluene; 1,2-dimethoxy-ethane

7.3: 53 percent / Dowex 50X₈

With sodium tetrahydroborate; N-Bromosuccinimide; lithium aluminium tetrahydride; cerium(III) chloride; sodium acetate; toluene-4-sulfonic acid; triethylamine; N-ethyl-N,N-diisopropylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; diethyl ether; water; ethyl acetate; toluene; benzene; 5.1: Michael addition;
DOI:10.1002/ejoc.200390163

Reference yield:

: 561285-41-4
(+)-8-[(4-methylphenyl)sulfonyl]-6-oxa-8-azabicyclo[3.2.1]oct-3-en-2-one

: 561285-39-0
(+)-5-benzyloxy-2-(hydroxymethyl)piperidin-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1.1: 69 percent / Et₃N / 24 h / 20 °C

2.1: CeCl₃*7H₂O; NaBH₄ / methanol / 2.5 h / -10 - -5 °C

2.2: 4-dimethylaminopyridine / CH₂Cl₂ / 2 h / 20 °C

3.1: Red-Al(R) / toluene; 1,2-dimethoxy-ethane / 24 h / Heating

3.2: HCl; water / toluene; 1,2-dimethoxy-ethane

3.3: 53 percent / Dowex 50X₈

With sodium tetrahydroborate; cerium(III) chloride; triethylamine; sodium bis(2-methoxyethoxy)aluminium dihydride; In methanol; 1,2-dimethoxyethane; toluene; 1.1: Michael addition;
DOI:10.1002/ejoc.200390163