(10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-carboline

Base Information

Chemical Name:(10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-carboline
CAS No.:2269-93-4
Molecular Formula:C₂₁H₂₆N₂O₂
Molecular Weight:338.45
Hs Code.:
Mol file:2269-93-4.mol

Synonyms:4,21-Secosarpagan-19(20H)-one,20,21-didehydro-17-hydroxy-1,4-dimethyl-; Macroline (7CI); (+)-Macroline;21,24-Secoalstophyllan-19-one; 3-Buten-2-one,3-[6,7,8,9,10,11-hexahydro-9-(hydroxymethyl)-5,12-dimethyl-6,10-imino-5H-cyclooct[b]indol-8-yl]-,[6S-(6a,8a,9a,10a)]-

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Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-carboline

Chemical Property:

PSA：45.47000
LogP:2.78740

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

General Description (10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-carboline, also known as (+)-macroline, is a pentacyclic indole alkaloid belonging to the macroline family. It features a stereochemically defined core structure with key functional groups, including a hydroxymethyl substituent at C-10 and a 1-methylene-2-oxopropyl group at C-11. (10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-carboline has been synthesized via stereoselective methods, such as Ireland-Claisen rearrangement and Pictet-Spengler cyclization, and serves as a precursor for bisindole alkaloids like villalstonine. Its absolute configuration was confirmed through chemical degradation studies, linking it to related alkaloids like ajmaline and isoajmaline.

Technology Process of (10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-carboline

There total 41 articles about (10R,11R)-2,9-Dimethyl-10-(hydroxymethyl)-11-(1-methylene-2-oxopropyl)-1α,3α-propano-1,2,3,4-tetrahydro-β-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: 86.0%