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

Base Information

• Chemical Name: (+/-)-6,7-di(3-hydroxy-4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine
• CAS No.: 77513-56-5
• Molecular Formula: C₂₂H₂₅NO₄
• Molecular Weight: 367.445
• Mol file: 77513-56-5.mol

Synonyms:(+/-)-6,7-di(3-hydroxy-4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine

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

There total 11 articles about (+/-)-6,7-di(3-hydroxy-4-methoxyphenyl)-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: 70.0%

6,7-di(3-benzyloxy-4-methoxyphenyl)-6,7-dehydroindolizidine (77513-55-4) → (+/-)-6,7-di(3-hydroxy-4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (77513-56-5)

Guidance literature:

With hydrogenchloride; In methanol; for 3h; Heating;

DOI:10.1016/0040-4020(80)80227-4

Reference yield:

2-(3-benzyloxy-4-merhoxyphenyl)acetaldehyde (34016-03-0) → (+/-)-6,7-di(3-hydroxy-4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (77513-56-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 2.) NaBH₄ / 1.) MeOH, room temp., 12 h, 2.) C₆H₆, 2 h

2: 70 percent / 12N-HCl / methanol / 3 h / Heating

With hydrogenchloride; sodium tetrahydroborate; In methanol;

DOI:10.1016/0040-4020(80)80227-4

Reference yield:

3-benzyloxy-4-methoxybenzoyl chloride (41222-60-0) → (+/-)-6,7-di(3-hydroxy-4-methoxyphenyl)-1,2,3,5,8,8a-hexahydroindolizine (77513-56-5)

Guidance literature:

Multi-step reaction with 6 steps

1: 90 percent / Na / benzene; diethyl ether / 5 h / Heating

2: 91 percent / AcONa / ethanol / 7 h / Heating

3: alkaline hydrolysis

4: 50 percent / methanol; H₂O / 48 h / Ambient temperature; phosphate buffer, pH ca. 7.0

5: 2.) NaBH₄ / 1.) MeOH, room temp., 12 h, 2.) C₆H₆, 2 h

6: 70 percent / 12N-HCl / methanol / 3 h / Heating

With hydrogenchloride; sodium tetrahydroborate; sodium acetate; sodium; In methanol; diethyl ether; ethanol; water; benzene;

DOI:10.1016/0040-4020(80)80227-4

upstream raw materials:

6,7-di(3-benzyloxy-4-methoxyphenyl)-6,7-dehydroindolizidine

2-(3-benzyloxy-4-merhoxyphenyl)acetaldehyde

3-benzyloxy-4-methoxybenzoyl chloride

ethyl 2-(3-benzyloxy-4-methoxybenzoyl) acetate

Downstream raw materials:

(+/-)-6,7-di(3,4-dimethoxyphenyl)-1,2,3,5,8,8a-hexahydro-indolizine