(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Base Information

Chemical Name:(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one
CAS No.:79782-46-0
Molecular Formula:C₃₂H₄₂O₅
Molecular Weight:506.682
Hs Code.:

Synonyms:(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

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Chemical Property of (4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

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Technology Process of (4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

There total 13 articles about (4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one 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: 20.0%

: 79782-45-9
(4R,4aR,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methylene-octahydro-naphthalen-2-one

: 79782-42-6
(3S,4R,4aR,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-octahydro-naphthalen-2-one

: 79782-42-6
(3R,4R,4aR,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-octahydro-naphthalen-2-one

: 79782-46-0
(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; Yield given. Yields of byproduct given;
DOI:10.1021/ja00411a063

Reference yield:

: 2906-93-6,3198-51-4,6102-42-7,36159-09-8,54963-84-7,84275-37-6
(+/-)-1,4,5,8,9,10-trans-hexahydronaphthalene-1,4-dione

: 79782-46-0
(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Guidance literature:: Multi-step reaction with 12 steps

1: 33 percent / Aureobasidium pullulans NRRL Y-12610

2: 99 percent / NaH / dimethylsulfoxide / 25 °C

3: KOAc / 1 h / 25 °C

4: 89 percent / KOH / methanol; diethyl ether / 2 h / 25 °C

5: H₂O₂ / tetrahydrofuran / 2.5 h / 25 °C

6: 2 h / 55 °C

7: Jones reagent

8: 1.) THF, -20 deg C, 30 min, 2.) DME, -20 deg C, 15 min

9: THF, -78 deg C, 30 min

10: Et₃N / CH₂Cl₂ / 0.5 h / -5 °C

11: DBU / benzene / 25 °C

12: 20 percent / hydrogen / Pd/C / ethanol

With potassium hydroxide; jones reagent; Aureobasidium pullulans NRRL Y-12610; hydrogen; dihydrogen peroxide; potassium acetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ja00411a063

Reference yield:

: 3198-50-3
(-)-(1S,4S,9R)-Δ⁶-trans-Octalin-1,4-diol

: 79782-46-0
(4aS,5S,8S,8aR)-5,8-Bis-benzyloxy-4-[3-(1-ethoxy-ethoxy)-propyl]-3-methyl-4a,5,6,7,8,8a-hexahydro-1H-naphthalen-2-one

Guidance literature:: Multi-step reaction with 11 steps

1: 99 percent / NaH / dimethylsulfoxide / 25 °C

2: KOAc / 1 h / 25 °C

3: 89 percent / KOH / methanol; diethyl ether / 2 h / 25 °C

4: H₂O₂ / tetrahydrofuran / 2.5 h / 25 °C

5: 2 h / 55 °C

6: Jones reagent

7: 1.) THF, -20 deg C, 30 min, 2.) DME, -20 deg C, 15 min

8: THF, -78 deg C, 30 min

9: Et₃N / CH₂Cl₂ / 0.5 h / -5 °C

10: DBU / benzene / 25 °C

11: 20 percent / hydrogen / Pd/C / ethanol

With potassium hydroxide; jones reagent; hydrogen; dihydrogen peroxide; potassium acetate; sodium hydride; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; ethanol; dichloromethane; dimethyl sulfoxide; benzene;
DOI:10.1021/ja00411a063