(+/-)-totaryl methyl ether

Base Information

• Chemical Name: (+/-)-totaryl methyl ether
• CAS No.: 145033-37-0
• Molecular Formula: C₂₁H₃₂O
• Molecular Weight: 300.484
• Mol file: 145033-37-0.mol

Synonyms:

Chemical Property of (+/-)-totaryl methyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-totaryl methyl ether

There total 38 articles about (+/-)-totaryl methyl ether 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:

3-Methylbutenoic acid (541-47-9) → 13-methoxy-14-isopropyl-5-epi-podocarpa-8,11,13-triene (15340-83-7,70905-78-1,145033-37-0,145033-38-1)

Guidance literature:

Multi-step reaction with 15 steps

1: 42 percent / AlCl₃ / CS₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 6 h

2: 92 percent / diethyl ether / 0 °C

3: 84 percent / AlCl₃ / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 12 h

4: 1.) potassium tert-butoxide / 1.) benzene, reflux, 1 h, 2.) 120 deg C, 40 h

5: 96 percent / H₂ / PtO₂ / ethanol / 0.5 h

6: 92 percent / KOH / methanol; H₂O / 6 h / Heating

7: 1.8 g / oxalyl chloride / CH₂Cl₂ / 4 h / Heating

8: 1.8 g / diethyl ether / 10 h / Ambient temperature

9: silver benzoate, Et₃N / 1 h / 25 °C

10: 90 percent / KOH / methanol; H₂O / 4 h / Heating

11: 1.1 g / oxalyl chloride / CH₂Cl₂ / 4 h / Heating

12: AlCl₃ / nitrobenzene / 1.) 0 deg C, 2 h, 2.) 25 deg C, 8 h

13: 1.) K, liq.NH₃, t-BuOH, LiBr / 1.) THF, 15 min, 2.) THF, H₂O

15: 1.) N₂H₄, N₂H₄*HCl, 2.) KOH / 1.) diethylene glycol, 130 deg C, 2.) 210 deg C

With potassium hydroxide; aluminium trichloride; oxalyl dichloride; hydrazine hydrochloride; potassium tert-butylate; ammonia; hydrogen; silver benzoate; triethylamine; lithium bromide; hydrazine; tert-butyl alcohol; platinum(IV) oxide; In methanol; carbon disulfide; diethyl ether; ethanol; dichloromethane; water; nitrobenzene;

DOI:10.1016/S0040-4020(01)82004-4

Reference yield:

3-Methylbutenoic acid (541-47-9) → (+/-)-totaryl methyl ether (15340-83-7,70905-78-1,145033-37-0,145033-38-1)

Guidance literature:

Multi-step reaction with 15 steps

1: 42 percent / AlCl₃ / CS₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 6 h

2: 92 percent / diethyl ether / 0 °C

3: 84 percent / AlCl₃ / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 12 h

4: 1.) potassium tert-butoxide / 1.) benzene, reflux, 1 h, 2.) 120 deg C, 40 h

5: 96 percent / H₂ / PtO₂ / ethanol / 0.5 h

6: 92 percent / KOH / methanol; H₂O / 6 h / Heating

7: 1.8 g / oxalyl chloride / CH₂Cl₂ / 4 h / Heating

8: 1.8 g / diethyl ether / 10 h / Ambient temperature

9: silver benzoate, Et₃N / 1 h / 25 °C

10: 90 percent / KOH / methanol; H₂O / 4 h / Heating

11: 1.1 g / oxalyl chloride / CH₂Cl₂ / 4 h / Heating

12: AlCl₃ / nitrobenzene / 1.) 0 deg C, 2 h, 2.) 25 deg C, 8 h

13: 1.) K, liq.NH₃, t-BuOH, LiBr / 1.) THF, 15 min, 2.) THF, H₂O

15: 1.) N₂H₄, N₂H₄*2HCl, 2.) KOH / 1.) diethylene glycol, 130 deg C, 2.) 210 deg C

With potassium hydroxide; aluminium trichloride; hydrazine dihydrochloride; oxalyl dichloride; potassium tert-butylate; ammonia; hydrogen; silver benzoate; triethylamine; lithium bromide; hydrazine; tert-butyl alcohol; platinum(IV) oxide; In methanol; carbon disulfide; diethyl ether; ethanol; dichloromethane; water; nitrobenzene;

DOI:10.1016/S0040-4020(01)82004-4

Reference yield:

2-Methoxynaphthalene (93-04-9) → 13-methoxy-14-isopropyl-5-epi-podocarpa-8,11,13-triene (15340-83-7,70905-78-1,145033-37-0,145033-38-1)

Guidance literature:

Multi-step reaction with 15 steps

1: 42 percent / AlCl₃ / CS₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 6 h

2: 92 percent / diethyl ether / 0 °C

3: 84 percent / AlCl₃ / CH₂Cl₂ / 1.) 0 deg C, 2 h, 2.) 25 deg C, 12 h

4: 1.) potassium tert-butoxide / 1.) benzene, reflux, 1 h, 2.) 120 deg C, 40 h

5: 96 percent / H₂ / PtO₂ / ethanol / 0.5 h

6: 92 percent / KOH / methanol; H₂O / 6 h / Heating

7: 1.8 g / oxalyl chloride / CH₂Cl₂ / 4 h / Heating

8: 1.8 g / diethyl ether / 10 h / Ambient temperature

9: silver benzoate, Et₃N / 1 h / 25 °C

10: 90 percent / KOH / methanol; H₂O / 4 h / Heating

11: 1.1 g / oxalyl chloride / CH₂Cl₂ / 4 h / Heating

12: AlCl₃ / nitrobenzene / 1.) 0 deg C, 2 h, 2.) 25 deg C, 8 h

13: 1.) K, liq.NH₃, t-BuOH, LiBr / 1.) THF, 15 min, 2.) THF, H₂O

15: 1.) N₂H₄, N₂H₄*HCl, 2.) KOH / 1.) diethylene glycol, 130 deg C, 2.) 210 deg C

With potassium hydroxide; aluminium trichloride; oxalyl dichloride; hydrazine hydrochloride; potassium tert-butylate; ammonia; hydrogen; silver benzoate; triethylamine; lithium bromide; hydrazine; tert-butyl alcohol; platinum(IV) oxide; In methanol; carbon disulfide; diethyl ether; ethanol; dichloromethane; water; nitrobenzene;

DOI:10.1016/S0040-4020(01)82004-4

upstream raw materials:

(4aS,10aR)-8-Isopropyl-7-methoxy-1,1,4a-trimethyl-2,3,4a,9,10,10a-hexahydro-1H-phenanthren-4-one

3-Methylbutenoic acid

2-Methoxynaphthalene

6-methoxy-2-acetylnaphthalene