(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

Base Information

Chemical Name:(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol
CAS No.:263247-23-0
Molecular Formula:C₂₁H₃₅NO₆
Molecular Weight:397.512
Hs Code.:

Synonyms:(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

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Chemical Property of (2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

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Technology Process of (2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

There total 11 articles about (2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol 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: 85.0%

: 263247-22-9
[(1S,3R)-1-(3,4-Dimethoxy-phenyl)-3-hydroxy-9-(2-methoxy-ethoxymethoxy)-5-oxo-nonyl]-carbamic acid benzyl ester

: 263247-23-0
(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

Guidance literature:: With ammonium hydroxide; palladium dihydroxide; In methanol; at 20 ℃; for 1h; under 91200 Torr;
DOI:10.3987/com-99-s82

Reference yield: 47.0%

: 263247-22-9
[(1S,3R)-1-(3,4-Dimethoxy-phenyl)-3-hydroxy-9-(2-methoxy-ethoxymethoxy)-5-oxo-nonyl]-carbamic acid benzyl ester

: (S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidine

: (2S,4S,6R)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

: 263247-23-0
(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

Guidance literature:: With acetic acid; palladium dihydroxide; In methanol; at 20 ℃; for 1h; under 91200 Torr;
DOI:10.3987/com-99-s82

Reference yield:

: 110-87-2
3,4-dihydro-2H-pyran

: 263247-23-0
(2S,4S,6S)-2-(3,4-Dimethoxy-phenyl)-6-[4-(2-methoxy-ethoxymethoxy)-butyl]-piperidin-4-ol

Guidance literature:: Multi-step reaction with 7 steps

1: 73 percent / BF₃*OEt₂ / CH₂Cl₂

2: 84 percent / (i-Pr)2NEt; DMAP / CH₂Cl₂

3: 64 percent / n-BuLi; CuI / tetrahydrofuran / -78 °C

4: LiAlH₄ / diethyl ether

5: Et₃N; DMAP / CH₂Cl₂

6: 88 percent / Hg(ClO₄)2; CaCO₃ / tetrahydrofuran; H₂O

7: 85 percent / 25 percent aq. NH₃ / 20 percent Pd(OH)2/C / methanol / 1 h / 20 °C / 91200 Torr

With dmap; ammonium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; mercury(II) perchlorate; boron trifluoride diethyl etherate; triethylamine; N-ethyl-N,N-diisopropylamine; calcium carbonate; palladium dihydroxide; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; 1: Addition / 2: Etherification / 3: Alkylation / 4: Reduction / 5: Acylation / 6: Hydrolysis / 7: Hydrogenolysis;
DOI:10.3987/com-99-s82