(+/-)-latifine

Base Information

• Chemical Name: (+/-)-latifine
• CAS No.: 97549-48-9
• Molecular Formula: C₁₇H₁₉NO₃
• Molecular Weight: 285.343
• Mol file: 97549-48-9.mol

Synonyms:(+/-)-latifine

Chemical Property of (+/-)-latifine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-latifine

There total 35 articles about (+/-)-latifine 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: 85.0%

rac-di-O-benzyl-latifine (97455-98-6) → (+/-)-latifine (97549-48-9)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 55 ℃; for 24h;

Reference yield:

rac-6-(4-benzyloxy-α-vinylbenzyl)guiacol (97456-01-4) → (+/-)-latifine (97549-48-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 83 percent / K₂CO₃ / dimethylformamide / 9 h / 80 °C

2: 1.) O₃; 2.) sodium borohydride / 1.) MeOH, CH₂Cl₂, -78 deg C, 12 min; 2.) -78 deg C to r.t.

3: 86 percent / diethyl azodicarboxylate, triphenylphosphine

4: 96 percent / hydrazine hydrate / ethanol / 2.5 h / Heating

5: 90 percent / 0.75 h / 0 deg C to r.t.

6: 89 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating

7: 85 percent / 1 h / 0 deg C to r.t.

8: phosphorus oxychloride / benzene / 0.75 h / Heating

9: sodium borohydride / methanol / 1 h / 0 °C

10: 84.5 percent / H₂ / 10percent palladized carbon / 55 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen; potassium carbonate; ozone; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; N,N-dimethyl-formamide; benzene;

DOI:10.1246/cl.1985.505

Reference yield:

rac-3-(4-benzyloxyphenyl)-3-(2-benzyloxy-3-methoxyphenyl)prop-1-ene (97456-02-5) → (+/-)-latifine (97549-48-9)

Guidance literature:

Multi-step reaction with 9 steps

1: 1.) O₃; 2.) sodium borohydride / 1.) MeOH, CH₂Cl₂, -78 deg C, 12 min; 2.) -78 deg C to r.t.

2: 86 percent / diethyl azodicarboxylate, triphenylphosphine

3: 96 percent / hydrazine hydrate / ethanol / 2.5 h / Heating

4: 90 percent / 0.75 h / 0 deg C to r.t.

5: 89 percent / lithium aluminum hydride / tetrahydrofuran / 3 h / Heating

6: 85 percent / 1 h / 0 deg C to r.t.

7: phosphorus oxychloride / benzene / 0.75 h / Heating

8: sodium borohydride / methanol / 1 h / 0 °C

9: 84.5 percent / H₂ / 10percent palladized carbon / 55 °C

With sodium tetrahydroborate; lithium aluminium tetrahydride; hydrogen; ozone; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; trichlorophosphate; palladium on activated charcoal; In tetrahydrofuran; methanol; ethanol; benzene;

DOI:10.1246/cl.1985.505

upstream raw materials:

rac-di-O-benzyl-latifine

5-Hydroxy-4-(4-hydroxy-phenyl)-6-methoxy-2-methyl-3,4-dihydro-2H-isoquinolin-1-one

5-benzyloxy-4-(4-benzyloxy-phenyl)-6-methoxy-2-methyl-1,2-dihydro-isoquinoline

p-(benzyloxy)benzoic acid