1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole

Base Information

• Chemical Name: 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole
• CAS No.: 1388805-41-1
• Molecular Formula: C₄₂H₃₆N₂O₅
• Molecular Weight: 648.758
• Mol file: 1388805-41-1.mol

Synonyms:1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole

Chemical Property of 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole

There total 6 articles about 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole 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: 94.0%

methyl 1-benzyloxy-6-methoxy-9H-carbazole-3-carboxylate (1069130-71-7) → 1-benzyloxy-6-methoxy-3-methyl-9H-carbazole (1069130-72-8) + 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole (1388805-41-1)

Guidance literature:

methyl 1-benzyloxy-6-methoxy-9H-carbazole-3-carboxylate; With lithium aluminium tetrahydride; In tetrahydrofuran; at 67 ℃; for 7h; Inert atmosphere;

With water; In tetrahydrofuran; Inert atmosphere;

DOI:10.1016/j.tet.2012.05.105

Reference yield:

methyl 4-amino-3-(benzyloxy)benzoate (475215-88-4) → 1-benzyloxy-6-methoxy-3-methyl-9H-carbazole (1069130-72-8) + 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole (1388805-41-1)

Guidance literature:

Multi-step reaction with 3 steps

1.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate / toluene / 64 h / 80 °C / Inert atmosphere

2.1: palladium diacetate; acetic acid / 4 h / 100 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 7 h / 67 °C / Inert atmosphere

3.2: Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; lithium aluminium tetrahydride; palladium diacetate; caesium carbonate; acetic acid; In tetrahydrofuran; toluene;

DOI:10.1016/j.tet.2012.05.105

Reference yield:

methyl 3-(benzyloxy)-4-nitrobenzoate (209528-69-8) → 1-benzyloxy-6-methoxy-3-methyl-9H-carbazole (1069130-72-8) + 1-benzyloxy-3-(1-benzyloxy-3-hydroxymethyl-6-methoxy-9H-carbazol-9-yl)methyl-6-methoxy-9H-carbazole (1388805-41-1)

Guidance literature:

Multi-step reaction with 4 steps

1.1: iron; acetic acid / 4 h / 20 - 40 °C

2.1: dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; caesium carbonate / toluene / 64 h / 80 °C / Inert atmosphere

3.1: palladium diacetate; acetic acid / 4 h / 100 °C / Inert atmosphere

4.1: lithium aluminium tetrahydride / tetrahydrofuran / 7 h / 67 °C / Inert atmosphere

4.2: Inert atmosphere

With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; lithium aluminium tetrahydride; palladium diacetate; iron; caesium carbonate; acetic acid; In tetrahydrofuran; toluene;

DOI:10.1016/j.tet.2012.05.105

upstream raw materials:

methyl 4-amino-3-(benzyloxy)benzoate

methyl 3-(benzyloxy)-4-nitrobenzoate

methyl 3-benzyloxy-4-(4-methoxyphenylamino)benzoate

methyl 1-benzyloxy-6-methoxy-9H-carbazole-3-carboxylate