(1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

Base Information

Chemical Name:(1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol
CAS No.:126108-77-8
Molecular Formula:C₁₇H₂₉NO₃
Molecular Weight:295.422
Hs Code.:

Synonyms:(1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

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Chemical Property of (1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

Chemical Property:

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Technology Process of (1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

There total 20 articles about (1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol 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: 38.0%

: 86003-24-9
(±)-anastrephin

: 23356-96-9
(S)-1-Pyrrolidin-2-yl-methanol

: 111351-09-8
(1'R,2'R,6'S)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

: 126108-77-8
(1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

Guidance literature:: With 2-hydroxypyridin; In toluene; at 120 ℃; for 5h;

Reference yield:

: 35334-60-2
(E)-6-acetoxy-4-methyl-4-hexenal

: 126108-77-8
(1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

Guidance literature:: Multi-step reaction with 19 steps

1: Lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 0.17 h / Ambient temperature

2: 99 percent / pyridine / 3 h / 0 - 5 °C

3: 92 percent / Lithium bromide, sodium hydrogen carbonate / acetone / 72 h / Ambient temperature

4: 1.) Li, 2.) liq. NH₃ / 2.) Dimethyl sulfoxide, reflux, 2h; r. t., overnight

5: 99.5 percent / p-Toluenesulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

6: 1) 1.6 N n-Buthyllithium in hexane / 1) THF, 0-5 deg C, 40 min, 2) THF, -60 deg C to 0 deg C

7: 1) Sodium hydroxide / 1) CH₃OH, 2) room temperature, 2,5 h, CH₃OH

8: 1) Cuprous iodide / 1.) THF, -65 deg C, 30 min, 2.) THF

9: 95 percent / LiAlH₄ / diethyl ether / 2 h / 0 - 5 °C

10: 1) 1.6 N n-Butyllithium in n-hexane, triphenylmethane / 1) Hexamethylphosphoric triamide, ether, 2) 0 deg C, 1 h

11: 23 g / Lithium bromide / hexamethylphosphoric acid triamide; diethyl ether; hexane / 12 h / Ambient temperature

12: 58 percent / dimethylformamide / 5 h / Ambient temperature

13: 1) 1.6 N n-Butyllitium in hexane / 1.) THF, -70 deg Cto -45 deg C to -95 deg C; 2.) 1,5 h; -95 deg C

14: 1.) Na, Hg / methanol / 2.5 h / 5 °C

15: diethyl ether

16: 67 percent / Pyridinium p-toluenesulfonate / methanol

17: aq. Potassium hydroxide / methanol / 3 h / Ambient temperature

18: 27 percent / Et₂O-BF₃ / CH₂Cl₂ / 0.1 h / 5 - 10 °C

19: 38 percent / 2-Hydroxypyridine / toluene / 5 h / 120 °C

With 2-hydroxypyridin; potassium hydroxide; sodium hydroxide; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; lithium tri(t-butoxy)aluminum hydride; triphenylmethane; boron trifluoride diethyl etherate; ammonia; sodium; pyridinium p-toluenesulfonate; lithium; sodium hydrogencarbonate; toluene-4-sulfonic acid; mercury; lithium bromide; In tetrahydrofuran; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;

Reference yield:

: 37715-33-6
essigsaeure-<(E)-6,7-dihydroxy-3,7-dimethyl-2-octenyl>ester

: 126108-77-8
(1'S,2'S,6'R)-N-<(2-Hydroxy-2,6-dimethyl-6-vinylcyclohexyl)acetyl>-(S)-prolinol

Guidance literature:: Multi-step reaction with 20 steps

1: Sodium periodate / dioxane; H₂O / 1.5 h / 0 - 5 °C

2: Lithium tri-tert-butoxyaluminium hydride / tetrahydrofuran / 0.17 h / Ambient temperature

3: 99 percent / pyridine / 3 h / 0 - 5 °C

4: 92 percent / Lithium bromide, sodium hydrogen carbonate / acetone / 72 h / Ambient temperature

5: 1.) Li, 2.) liq. NH₃ / 2.) Dimethyl sulfoxide, reflux, 2h; r. t., overnight

6: 99.5 percent / p-Toluenesulfonic acid / CH₂Cl₂ / 3 h / Ambient temperature

7: 1) 1.6 N n-Buthyllithium in hexane / 1) THF, 0-5 deg C, 40 min, 2) THF, -60 deg C to 0 deg C

8: 1) Sodium hydroxide / 1) CH₃OH, 2) room temperature, 2,5 h, CH₃OH

9: 1) Cuprous iodide / 1.) THF, -65 deg C, 30 min, 2.) THF

10: 95 percent / LiAlH₄ / diethyl ether / 2 h / 0 - 5 °C

11: 1) 1.6 N n-Butyllithium in n-hexane, triphenylmethane / 1) Hexamethylphosphoric triamide, ether, 2) 0 deg C, 1 h

12: 23 g / Lithium bromide / hexamethylphosphoric acid triamide; diethyl ether; hexane / 12 h / Ambient temperature

13: 58 percent / dimethylformamide / 5 h / Ambient temperature

14: 1) 1.6 N n-Butyllitium in hexane / 1.) THF, -70 deg Cto -45 deg C to -95 deg C; 2.) 1,5 h; -95 deg C

15: 1.) Na, Hg / methanol / 2.5 h / 5 °C

16: diethyl ether

17: 67 percent / Pyridinium p-toluenesulfonate / methanol

18: aq. Potassium hydroxide / methanol / 3 h / Ambient temperature

19: 27 percent / Et₂O-BF₃ / CH₂Cl₂ / 0.1 h / 5 - 10 °C

20: 38 percent / 2-Hydroxypyridine / toluene / 5 h / 120 °C

With 2-hydroxypyridin; potassium hydroxide; sodium hydroxide; sodium periodate; copper(l) iodide; lithium aluminium tetrahydride; n-butyllithium; lithium tri(t-butoxy)aluminum hydride; triphenylmethane; boron trifluoride diethyl etherate; ammonia; sodium; pyridinium p-toluenesulfonate; lithium; sodium hydrogencarbonate; toluene-4-sulfonic acid; mercury; lithium bromide; In tetrahydrofuran; 1,4-dioxane; pyridine; methanol; N,N,N,N,N,N-hexamethylphosphoric triamide; diethyl ether; hexane; dichloromethane; water; N,N-dimethyl-formamide; acetone; toluene;