(2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

Base Information

Chemical Name:(2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol
CAS No.:857900-04-0
Molecular Formula:C₃₈H₆₀N₂O₃
Molecular Weight:592.906
Hs Code.:

Synonyms:(2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

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Chemical Property of (2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

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Technology Process of (2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

There total 6 articles about (2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-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:

: 857900-01-7
N-[(1E)-[(2R)-2-[12-(benzyloxy)dodecyl]pyridin-1(2H)-yl](phenyl)methylene]-N-[(1S)-1-(methoxymethyl)-2-methylpropyl]amine

: 857900-04-0
(2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

Guidance literature:: Multi-step reaction with 3 steps

1: 71 percent / hydrogen / Pd/C / toluene / 2 h / 20 °C / 750.06 Torr

2: dimethyldioxirane / acetone; tetrahydrofuran / 0.07 h / -78 °C

3: 39 mg / acetone; tetrahydrofuran; toluene / 15 h / -78 °C

With hydrogen; 3,3-dimethyldioxirane; palladium on activated charcoal; In tetrahydrofuran; acetone; toluene;
DOI:10.1021/ol051022z

Reference yield:

: Trifluoro-methanesulfonate1-{[(E)-(S)-1-methoxymethyl-2-methyl-propylimino]-phenyl-methyl}-pyridinium;

: 857900-04-0
(2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

Guidance literature:: Multi-step reaction with 4 steps

1.1: t-BuLi / diethyl ether; pentane / 0.67 h / -78 °C

1.2: magnesium bromide diethyl etherate / diethyl ether; pentane / 0.08 h / 20 °C

1.3: 559 mg / CH₂Cl₂; diethyl ether; pentane / 12 h / -78 - -70 °C

2.1: 71 percent / hydrogen / Pd/C / toluene / 2 h / 20 °C / 750.06 Torr

3.1: dimethyldioxirane / acetone; tetrahydrofuran / 0.07 h / -78 °C

4.1: 39 mg / acetone; tetrahydrofuran; toluene / 15 h / -78 °C

With hydrogen; tert.-butyl lithium; 3,3-dimethyldioxirane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; acetone; toluene; pentane;
DOI:10.1021/ol051022z

Reference yield:

: 110-86-1
pyridine

: 857900-04-0
(2R,3R,6R)-6-[12-(benzyloxy)dodecyl]-1-[(E)-{[(1S)-1-(methoxymethyl)-2-methylpropyl]imino} (phenyl)methyl]-2-methylpiperidin-3-ol

Guidance literature:: Multi-step reaction with 5 steps

1.1: CH₂Cl₂ / 3 h / 20 °C

2.1: t-BuLi / diethyl ether; pentane / 0.67 h / -78 °C

2.2: magnesium bromide diethyl etherate / diethyl ether; pentane / 0.08 h / 20 °C

2.3: 559 mg / CH₂Cl₂; diethyl ether; pentane / 12 h / -78 - -70 °C

3.1: 71 percent / hydrogen / Pd/C / toluene / 2 h / 20 °C / 750.06 Torr

4.1: dimethyldioxirane / acetone; tetrahydrofuran / 0.07 h / -78 °C

5.1: 39 mg / acetone; tetrahydrofuran; toluene / 15 h / -78 °C

With hydrogen; tert.-butyl lithium; 3,3-dimethyldioxirane; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; acetone; toluene; pentane;
DOI:10.1021/ol051022z