(+/-)-Demethoxymegaphyllone acetate

Base Information

Chemical Name:(+/-)-Demethoxymegaphyllone acetate
CAS No.:96909-18-1
Molecular Formula:C₂₂H₂₆O₆
Molecular Weight:386.445
Hs Code.:

Synonyms:

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Chemical Property of (+/-)-Demethoxymegaphyllone acetate

Chemical Property:

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Technology Process of (+/-)-Demethoxymegaphyllone acetate

There total 20 articles about (+/-)-Demethoxymegaphyllone acetate 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:

: 96909-09-0
1-Acetoxy-1-(3-methoxy-4,5-methylenedioxyphenyl)propanone

: 96909-18-1
(+/-)-Demethoxymegaphyllone acetate

Guidance literature:: Multi-step reaction with 12 steps

1: 73.3 percent / pyridine, TiCl₄ / tetrahydrofuran / 3.5 h / Ambient temperature

2: 2.953 g / conc.HCl / methanol / 4 h / Heating

3: 32.6 percent / NaBH₄ / methanol / 0.5 h

4: 7.592 g / Triethylamine / methanol / 23 h / in a refrigerator

5: 87 percent / 10percent aq.NaOH / methanol / 3 h / Heating

6: 86.6 percent / Trimethyl orthoformate, boron trifluoride etherate / CH₂Cl₂ / 12.5 h / Ambient temperature

7: 1)BuLi,diisopropylamine / 1)hexane,THF, -70 deg C 25 min 2)-70 deg C 25 min 3)-5-0 deg C 75 min;

8: 67.6 percent / 5percentaq.HCl / methanol / 3 h / Ambient temperature

9: Potassium t-butoxide / benzene / 3 h / Heating

10: 65.8 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

11: LiAlH₄ / tetrahydrofuran / 2 h / Heating

12: pyridine / 15 h / 50 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; titanium tetrachloride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; trimethyl orthoformate; In tetrahydrofuran; methanol; dichloromethane; benzene;
DOI:10.1246/bcsj.58.346

Reference yield:

: 22934-58-3
methyl 7-methoxybenzo[d][1,3]dioxole-5-carboxylate

: 96909-18-1
(+/-)-Demethoxymegaphyllone acetate

Guidance literature:: Multi-step reaction with 17 steps

1: 41.0 g / LiALH₄ / tetrahydrofuran / 2 h / Heating

2: 26.0 g / Pyridinium dichlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

3: 82.67 g / Potassium t-butoxide / THF, 0-5 deg C 1.5h; room temp. 3h;

4: 76 g / aq.NaOH / ethanol / 3 h / Ambient temperature

5: 64.3 percent / pyridine / benzene / 1)room temp. 30 min, 2)reflux 5h;

6: 73.3 percent / pyridine, TiCl₄ / tetrahydrofuran / 3.5 h / Ambient temperature

7: 2.953 g / conc.HCl / methanol / 4 h / Heating

8: 32.6 percent / NaBH₄ / methanol / 0.5 h

9: 7.592 g / Triethylamine / methanol / 23 h / in a refrigerator

10: 87 percent / 10percent aq.NaOH / methanol / 3 h / Heating

11: 86.6 percent / Trimethyl orthoformate, boron trifluoride etherate / CH₂Cl₂ / 12.5 h / Ambient temperature

12: 1)BuLi,diisopropylamine / 1)hexane,THF, -70 deg C 25 min 2)-70 deg C 25 min 3)-5-0 deg C 75 min;

13: 67.6 percent / 5percentaq.HCl / methanol / 3 h / Ambient temperature

14: Potassium t-butoxide / benzene / 3 h / Heating

15: 65.8 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

16: LiAlH₄ / tetrahydrofuran / 2 h / Heating

17: pyridine / 15 h / 50 °C

With pyridine; hydrogenchloride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; boron trifluoride diethyl etherate; potassium tert-butylate; titanium tetrachloride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; pyridinium chlorochromate; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; dichloromethane; benzene;
DOI:10.1246/bcsj.58.346

Reference yield:

: 149-91-7
3,4,5-trihydroxybenzoic acid

: 96909-18-1
(+/-)-Demethoxymegaphyllone acetate

Guidance literature:: Multi-step reaction with 20 steps

2: conc. H₂SO₄ / 6 h / Heating

3: 49.7 g / KF / dimethylformamide / 2.5 h / Heating

4: 41.0 g / LiALH₄ / tetrahydrofuran / 2 h / Heating

5: 26.0 g / Pyridinium dichlorochromate / CH₂Cl₂ / 2 h / Ambient temperature

6: 82.67 g / Potassium t-butoxide / THF, 0-5 deg C 1.5h; room temp. 3h;

7: 76 g / aq.NaOH / ethanol / 3 h / Ambient temperature

8: 64.3 percent / pyridine / benzene / 1)room temp. 30 min, 2)reflux 5h;

9: 73.3 percent / pyridine, TiCl₄ / tetrahydrofuran / 3.5 h / Ambient temperature

10: 2.953 g / conc.HCl / methanol / 4 h / Heating

11: 32.6 percent / NaBH₄ / methanol / 0.5 h

12: 7.592 g / Triethylamine / methanol / 23 h / in a refrigerator

13: 87 percent / 10percent aq.NaOH / methanol / 3 h / Heating

14: 86.6 percent / Trimethyl orthoformate, boron trifluoride etherate / CH₂Cl₂ / 12.5 h / Ambient temperature

15: 1)BuLi,diisopropylamine / 1)hexane,THF, -70 deg C 25 min 2)-70 deg C 25 min 3)-5-0 deg C 75 min;

16: 67.6 percent / 5percentaq.HCl / methanol / 3 h / Ambient temperature

17: Potassium t-butoxide / benzene / 3 h / Heating

18: 65.8 percent / p-toluenesulfonic acid / benzene / 1 h / Heating

19: LiAlH₄ / tetrahydrofuran / 2 h / Heating

20: pyridine / 15 h / 50 °C

With pyridine; hydrogenchloride; potassium fluoride; sodium hydroxide; sodium tetrahydroborate; lithium aluminium tetrahydride; n-butyllithium; sulfuric acid; boron trifluoride diethyl etherate; potassium tert-butylate; titanium tetrachloride; toluene-4-sulfonic acid; triethylamine; diisopropylamine; pyridinium chlorochromate; trimethyl orthoformate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide; benzene;
DOI:10.1246/bcsj.58.346