(1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline

Base Information

• Chemical Name: (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline
• CAS No.: 398118-94-0
• Molecular Formula: C₂₄H₂₇N₃O₃
• Molecular Weight: 405.497
• Mol file: 398118-94-0.mol

Synonyms:(1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline

Chemical Property of (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline

There total 5 articles about (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline 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: 46.0%

(1RS)-1-(2,2-dimethoxyethyl)-1,2,3,4-tetrahydrocarboline (255861-05-3) + (1S,2R)-N-[2-hydroxy-1-(hydroxymethyl)propyl]benzamide (672292-01-2) → (1S)-1-(2,2-Dimethoxyethyl)-1,2,3,4-tetrahydro-β-carboline (136312-26-0) + (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline (398118-94-0)

Guidance literature:

With pyridinium p-toluenesulfonate; In chloroform; at 20 ℃; for 72h;

DOI:10.1021/jo0057351

Reference yield:

tryptamine (61-54-1) + (2S,4R,5R)-N-(2-formylmethyl-4-methyl-1,3-dioxane-5-yl)benzamide (398118-87-1) → (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline (398118-94-0)

Guidance literature:

With sodium sulfate; In chloroform; at 60 ℃; for 120h;

DOI:10.1021/jo0057351

Reference yield:

tryptamine (61-54-1) → (1R,2'S,4'R,5'R)-1-(5'-benzoylamino-4'-methyl-1',3'-dioxane-2'-yl)methyl-1,2,3,4-tetrahydrocarboline-3-carboline (398118-94-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 75 percent / HCl / methanol; CHCl₃; H₂O / 45 h / 20 °C

2: 46 percent / PPTS / CHCl₃ / 72 h / 20 °C

With hydrogenchloride; pyridinium p-toluenesulfonate; In methanol; chloroform; water;

DOI:10.1021/jo0057351

upstream raw materials:

tryptamine

(2S,4R,5R)-N-(2-formylmethyl-4-methyl-1,3-dioxane-5-yl)benzamide

(1RS)-1-(2,2-dimethoxyethyl)-1,2,3,4-tetrahydrocarboline

(1S,2R)-N-[2-hydroxy-1-(hydroxymethyl)propyl]benzamide