benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

Base Information

Chemical Name:benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate
CAS No.:857900-05-1
Molecular Formula:C₃₂H₅₇NO₄Si
Molecular Weight:547.894
Hs Code.:

Synonyms:benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

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Chemical Property of benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

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Technology Process of benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

There total 9 articles about benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate 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

: 857900-05-1
benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 6 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

4: 83 percent / lithium; ethanol / liquid ammonia; tetrahydrofuran / 3.42 h / -78 - -33 °C

5: pyridine; DMAP / CH₂Cl₂ / 5 h

6: 17 mg / NaOH / CH₂Cl₂; H₂O / 16 h

With pyridine; dmap; sodium hydroxide; ethanol; hydrogen; 3,3-dimethyldioxirane; lithium; palladium on activated charcoal; In tetrahydrofuran; dichloromethane; ammonia; water; acetone; toluene;
DOI:10.1021/ol051022z

Reference yield:

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

: 857900-05-1
benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 7 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

5.1: 83 percent / lithium; ethanol / liquid ammonia; tetrahydrofuran / 3.42 h / -78 - -33 °C

6.1: pyridine; DMAP / CH₂Cl₂ / 5 h

7.1: 17 mg / NaOH / CH₂Cl₂; H₂O / 16 h

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

Reference yield:

: 110-86-1
pyridine

: 857900-05-1
benzyl (2R,3R,6R)-6-(12-{[tert-butyl(dimethyl)silyl]oxy}dodecyl)-3-hydroxy-2-methylpiperidine-1-carboxylate

Guidance literature:: Multi-step reaction with 8 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

6.1: 83 percent / lithium; ethanol / liquid ammonia; tetrahydrofuran / 3.42 h / -78 - -33 °C

7.1: pyridine; DMAP / CH₂Cl₂ / 5 h

8.1: 17 mg / NaOH / CH₂Cl₂; H₂O / 16 h

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