(+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine

Base Information

• Chemical Name: (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine
• CAS No.: 78278-41-8
• Molecular Formula: C₂₀H₂₁NO₄
• Molecular Weight: 339.391
• Mol file: 78278-41-8.mol

Synonyms:

Chemical Property of (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine

There total 9 articles about (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine 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:

6,7-di(3,4-dibenzyloxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (78178-88-8) → (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (78278-41-8)

Guidance literature:

With hydrogenchloride; In methanol; Heating; ⁽¹⁴⁾C labelling;

DOI:10.1016/S0040-4020(01)92028-9

Reference yield:

(3,4-bis-benzyloxyphenyl)acetonitrile (1699-60-1) → (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (78278-41-8)

Guidance literature:

Multi-step reaction with 6 steps

1: KOH / ethane-1,2-diol; H₂O / Heating; ⁽¹⁴⁾C labelling

2: SOCl₂ / benzene / Heating; ⁽¹⁴⁾C labelling

3: pyridine / benzene / Ambient temperature; ⁽¹⁴⁾C labelling

4: 5percent KOH / ethanol / Heating; ⁽¹⁴⁾C labelling

5: LAH, AlCl₃ / tetrahydrofuran; diethyl ether / 1.) ice cooling, 2.) room temperature ; ⁽¹⁴⁾C labelling

6: 11 N HCl / methanol / Heating; ⁽¹⁴⁾C labelling

With pyridine; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; water; ethylene glycol; benzene;

DOI:10.1016/S0040-4020(01)92028-9

Reference yield:

<3,4-bis(benzyloxy)phenyl>acetic acid (1699-61-2) → (+/-)-6,7-di(3,4-dihydroxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (78278-41-8)

Guidance literature:

Multi-step reaction with 5 steps

1: SOCl₂ / benzene / Heating; ⁽¹⁴⁾C labelling

2: pyridine / benzene / Ambient temperature; ⁽¹⁴⁾C labelling

3: 5percent KOH / ethanol / Heating; ⁽¹⁴⁾C labelling

4: LAH, AlCl₃ / tetrahydrofuran; diethyl ether / 1.) ice cooling, 2.) room temperature ; ⁽¹⁴⁾C labelling

5: 11 N HCl / methanol / Heating; ⁽¹⁴⁾C labelling

With pyridine; hydrogenchloride; potassium hydroxide; lithium aluminium tetrahydride; aluminium trichloride; thionyl chloride; In tetrahydrofuran; methanol; diethyl ether; ethanol; benzene;

DOI:10.1016/S0040-4020(01)92028-9

upstream raw materials:

6,7-di(3,4-dibenzyloxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine

(3,4-bis-benzyloxyphenyl)acetonitrile

<3,4-bis(benzyloxy)phenyl>acetic acid

3,4-dibenzyloxy-phenylacetyl chloride

Refernces