4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

Base Information

Chemical Name:4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol
CAS No.:137105-77-2
Molecular Formula:C₂₂H₃₁NO₂
Molecular Weight:341.494
Hs Code.:

Synonyms:4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

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Chemical Property of 4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

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Technology Process of 4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

There total 15 articles about 4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-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: 91.0%

: 917-54-4
methyllithium

: 137105-76-1
3-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-propionic acid methyl ester

: 137105-77-2
4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

Guidance literature:: In diethyl ether; at -78 ℃;
DOI:10.1016/S0040-4039(00)92161-0

Reference yield:

: 99341-87-4
Methyl (4R)-4-methyl-5-oxopentanoate

: 137105-77-2
4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

Guidance literature:: Multi-step reaction with 13 steps

1: 1.) n-BuLi, 2.) I2, hν / 1.) Et2O, 0 deg C -> r. t., 2.) THF

2: KOH / aq. ethanol

3: (COCl)2 / CH₂Cl₂ / 0 deg C -> r. t.

4: NH₂OH*HCl, aq. Na₂CO₃ / CHCl₃ / 0 deg C -> r. t.

5: nPr₄NIO₄ / CHCl₃ / 0 °C

6: 96 percent / H₂ / 10percent Pd-C / methanol

7: diethyl ether / -78 deg C -> r. t.

8: NaBH₄, AcOH / Ambient temperature

9: 93 percent / Zn, 75percent aq. AcOH / tetrahydrofuran / 60 °C

10: 50 percent / Na₂CO₃ / dimethylformamide / 80 °C

11: Jones' reagent / acetone / 0 °C

12: diethyl ether

13: 91 percent / diethyl ether / -78 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; jones' reagent; oxalyl dichloride; tetrapropylammonium periodate; hydroxylamine hydrochloride; hydrogen; iodine; sodium carbonate; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)92161-0

Reference yield:

: 142319-53-7
Methyl (4R)-4-methyl-5-hexenoate

: 137105-77-2
4-((2S,3R,6S)-1-Benzyl-6-furan-3-yl-3-methyl-piperidin-2-yl)-2-methyl-butan-2-ol

Guidance literature:: Multi-step reaction with 14 steps

1: 1.) O₃, NaHCO₃, 2.)Me₂S / 1.) MeOH, -65 deg C

2: 1.) n-BuLi, 2.) I2, hν / 1.) Et2O, 0 deg C -> r. t., 2.) THF

3: KOH / aq. ethanol

4: (COCl)2 / CH₂Cl₂ / 0 deg C -> r. t.

5: NH₂OH*HCl, aq. Na₂CO₃ / CHCl₃ / 0 deg C -> r. t.

6: nPr₄NIO₄ / CHCl₃ / 0 °C

7: 96 percent / H₂ / 10percent Pd-C / methanol

8: diethyl ether / -78 deg C -> r. t.

9: NaBH₄, AcOH / Ambient temperature

10: 93 percent / Zn, 75percent aq. AcOH / tetrahydrofuran / 60 °C

11: 50 percent / Na₂CO₃ / dimethylformamide / 80 °C

12: Jones' reagent / acetone / 0 °C

13: diethyl ether

14: 91 percent / diethyl ether / -78 °C

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; jones' reagent; oxalyl dichloride; dimethylsulfide; tetrapropylammonium periodate; hydroxylamine hydrochloride; hydrogen; iodine; sodium hydrogencarbonate; sodium carbonate; ozone; acetic acid; zinc; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; chloroform; N,N-dimethyl-formamide; acetone;
DOI:10.1016/S0040-4039(00)92161-0