13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione

Base Information

• Chemical Name: 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione
• CAS No.: 3463-92-1
• Molecular Formula: C₂₈H₅₀N₂O₄
• Molecular Weight: 478.716
• DSSTox Substance ID: DTXSID20871890
• Wikidata: Q104914908
• Mol file: 3463-92-1.mol

Synonyms:DTXSID20871890;PD143306;FT-0776429;12,25-Diaza-13,26-dimethyl-2,15-dioxatricyclo[22.2.2.2<11,14>]triacontane-3,16-dione;13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione

Chemical Property of 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione

Chemical Property:

• Vapor Pressure: 2.71E-17mmHg at 25°C
• Melting Point: 119-120°
• Refractive Index: 1.5800 (estimate)
• Boiling Point: 660°C at 760 mmHg
• PKA: 9?+-.0.60(Predicted)
• Flash Point: 353°C
• PSA: 76.66000
• Density: 0.954g/cm³
• LogP: 6.22360
• XLogP3: 6.3
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 0
• Exact Mass: 478.37705808
• Heavy Atom Count: 34
• Complexity: 561

Purity/Quality:

≥98% ^*data from raw suppliers

Carpaine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CC1C2CCC(N1)CCCCCCCC(=O)OC3CCC(CCCCCCCC(=O)O2)NC3C

Technology Process of 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione

There total 2 articles about 13,26-Dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.2~11,14~]triacontane-3,16-dione 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: 87.0%

dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-12,25-dicarboxylate (55534-76-4) → (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione (3463-92-1,3760-91-6)

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol;

DOI:10.1021/ol030088w

Reference yield:

→ (12R,112R)-16t,116t'-dimethyl-(12rH,15cH,112r'H,115c'H)-10,20-dioxa-1(2,5),11(5,2)-dipiperidina-cycloeicosaphane-9,19-dione (3463-92-1,3760-91-6)

Guidance literature:

Aus Blaettern v. Carica papaya;

DOI:10.1021/jo01021a036

Reference yield:

benzyl chloroformate (501-53-1,94274-21-2) + (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-3,16-dione (3463-92-1,3760-91-6) → dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.211,14]triacontane-12,25-dicarboxylate (55534-76-4)

Guidance literature:

With sodium hydroxide; In tetrahydrofuran;

DOI:10.1021/ja00836a037

upstream raw materials:

dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate

Downstream raw materials:

dibenzyl (1S,11R,13S,14S,24R,26S)-13,26-dimethyl-3,16-dioxo-2,15-dioxa-12,25-diazatricyclo[22.2.2.2^11,14]triacontane-12,25-dicarboxylate

Refernces

• 1、 Sato, Taro,Aoyagi, Sakae,Kibayashi, Chihiro. "Enantioselective Total Synthesis of (+)-Azimine and (+)-Carpaine". . p. 3839 - 3842. Retrieved 2007/10/03.