ancistrocladisine

Base Information

• Chemical Name: ancistrocladisine
• CAS No.: 151911-16-9
• Molecular Formula: C₂₆H₂₉NO₄
• Molecular Weight: 419.521
• Mol file: 151911-16-9.mol

Synonyms:

Chemical Property of ancistrocladisine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ancistrocladisine

There total 17 articles about ancistrocladisine 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%

N-<2-<4-(4,5-Dimethoxy-2-methyl-1-naphthyl)-3,5-dimethoxyphenyl>-1-methylethyl>acetamide (123796-68-9) → ancistrocladisine (41787-65-9,123878-26-2,123878-27-3,128441-42-9,151911-16-9,766538-66-3)

Guidance literature:

With trichlorophosphate; In acetonitrile; for 0.5h; Heating;

DOI:10.1039/c39890000301

Reference yield:

1-<4-(2-Aminopropyl)-2,6-dimethoxyphenyl>-4,5-dimethoxy-2-naphthylmethanol (123796-65-6) → ancistrocladisine (41787-65-9,123878-26-2,123878-27-3,128441-42-9,151911-16-9,766538-66-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 87 percent / pyridine / 2.5 h / 35 - 40 °C

2: 81 percent / NaOMe / methanol / 1.5 h / 25 °C

3: 1.) Me₃SiCl, NaI; 2.) Zn/AcOH / 1.) MeCN, degC, 1h; 2.) 80 degC, 4.5 h

4: 94 percent / POCl₃ / acetonitrile / 0.5 h / Heating

With chloro-trimethyl-silane; sodium methylate; acetic acid; sodium iodide; zinc; trichlorophosphate; In pyridine; methanol; acetonitrile;

DOI:10.1039/c39890000301

Reference yield:

Methyl 1-(4-Formyl-2,6-dimethoxyphenyl)-4,5-dimethoxynaphthalene-2-carboxylate (123796-63-4) → ancistrocladisine (41787-65-9,123878-26-2,123878-27-3,128441-42-9,151911-16-9,766538-66-3)

Guidance literature:

Multi-step reaction with 6 steps

1: 80 percent / NH₄OAc / acetic acid / 1.5 h / 80 °C

2: 82 percent / LiAlH₄ / tetrahydrofuran / 2.5 h / Heating

3: 87 percent / pyridine / 2.5 h / 35 - 40 °C

4: 81 percent / NaOMe / methanol / 1.5 h / 25 °C

5: 1.) Me₃SiCl, NaI; 2.) Zn/AcOH / 1.) MeCN, degC, 1h; 2.) 80 degC, 4.5 h

6: 94 percent / POCl₃ / acetonitrile / 0.5 h / Heating

With lithium aluminium tetrahydride; chloro-trimethyl-silane; ammonium acetate; sodium methylate; acetic acid; sodium iodide; zinc; trichlorophosphate; In tetrahydrofuran; pyridine; methanol; acetic acid; acetonitrile;

DOI:10.1039/c39890000301

upstream raw materials:

N-<2-<4-(4,5-Dimethoxy-2-methyl-1-naphthyl)-3,5-dimethoxyphenyl>-1-methylethyl>acetamide

1-<4-(2-Aminopropyl)-2,6-dimethoxyphenyl>-4,5-dimethoxy-2-naphthylmethanol

Methyl 1-(4-Formyl-2,6-dimethoxyphenyl)-4,5-dimethoxynaphthalene-2-carboxylate

N-<2-<2-(Hydroxymethyl-4,5-dimethoxy-1-naphthyl)-3,5-dimethoxyphenyl>-1-methylethyl>acetamide