(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

Base Information

Chemical Name:(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde
CAS No.:343775-79-1
Molecular Formula:C₂₂H₂₆O₂
Molecular Weight:322.447
Hs Code.:

Synonyms:(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

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Chemical Property of (R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

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Technology Process of (R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

There total 13 articles about (R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde 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: 100.0%

: 343775-86-0
(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propan-1-ol

: 343775-79-1
(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

Guidance literature:: With Dess-Martin periodane; In dichloromethane; at 25 ℃; for 0.5h;
DOI:10.1021/ja010221k

Reference yield:

: 343775-72-4
(3E,5E)-(R)-2-methyl-hepta-3,5-dienoic acid

: 343775-79-1
(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 10 steps

1.1: 84 percent / DCC; HOBt / tetrahydrofuran / 20 °C

2.1: Pb(OAc)4 / ethyl acetate / 20 °C

3.1: 100 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 760.05 Torr

4.1: 63 percent / K₂CO₃ / acetone / 24 h / Heating

5.1: 99 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / Heating

6.1: 96 percent / potassium carbonate / 1 h / 20 °C

7.1: 73 percent / diisobutylaluminium hydride / CH₂Cl₂; heptane / 1 h / 0 °C

8.1: 91 percent / aq. HCl / tetrahydrofuran / 48 h / 20 °C

9.1: aq. HCl; aq. NaNO₂ / tetrahydrofuran / 0.67 h / 0 °C

9.2: 91 percent / aq. NaCNBH₃ / tetrahydrofuran / 0 - 25 °C

10.1: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 25 °C

With lead(IV) acetate; hydrogenchloride; dmap; hydrogen; diisobutylaluminium hydride; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; triethylamine; dicyclohexyl-carbodiimide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; n-heptane; dichloromethane; ethyl acetate; acetone; 2.1: Diels-Alder reaction;
DOI:10.1021/ja010221k

Reference yield:

: (R)-tert-butyl-dimethyl-(2-methyl-hepta-3,5-dienyloxy)-silane

: 343775-79-1
(R)-2-((1R,4R)-5-Benzyloxy-4,7-dimethyl-1,2,3,4-tetrahydro-naphthalen-1-yl)-propionaldehyde

Guidance literature:: Multi-step reaction with 12 steps

1.1: 97 percent / tetrabutylammonium fluoride / tetrahydrofuran / 1 h / 20 °C

2.1: 50 percent / chromium trioxide; conc. sulfuric acid / acetone; H₂O / 2 h / -10 °C

3.1: 84 percent / DCC; HOBt / tetrahydrofuran / 20 °C

4.1: Pb(OAc)4 / ethyl acetate / 20 °C

5.1: 100 percent / H₂ / Pd/C / methanol / 6 h / 20 °C / 760.05 Torr

6.1: 63 percent / K₂CO₃ / acetone / 24 h / Heating

7.1: 99 percent / triethylamine; 4-(N,N-dimethylamino)pyridine / CH₂Cl₂ / Heating

8.1: 96 percent / potassium carbonate / 1 h / 20 °C

9.1: 73 percent / diisobutylaluminium hydride / CH₂Cl₂; heptane / 1 h / 0 °C

10.1: 91 percent / aq. HCl / tetrahydrofuran / 48 h / 20 °C

11.1: aq. HCl; aq. NaNO₂ / tetrahydrofuran / 0.67 h / 0 °C

11.2: 91 percent / aq. NaCNBH₃ / tetrahydrofuran / 0 - 25 °C

12.1: 100 percent / Dess-Martin periodinane / CH₂Cl₂ / 0.5 h / 25 °C

With chromium(VI) oxide; lead(IV) acetate; hydrogenchloride; dmap; sulfuric acid; tetrabutyl ammonium fluoride; hydrogen; diisobutylaluminium hydride; potassium carbonate; benzotriazol-1-ol; Dess-Martin periodane; triethylamine; dicyclohexyl-carbodiimide; sodium nitrite; palladium on activated charcoal; In tetrahydrofuran; methanol; n-heptane; dichloromethane; water; ethyl acetate; acetone; 4.1: Diels-Alder reaction;
DOI:10.1021/ja010221k