(4AR,8AR)-Decahydro-1,5-naphthyridine

Base Information

• Chemical Name: (4AR,8AR)-Decahydro-1,5-naphthyridine
• CAS No.: 219522-27-7
• Molecular Formula: C₈H₁₆N₂
• Molecular Weight: 140.228
• European Community (EC) Number: 693-823-5
• DSSTox Substance ID: DTXSID701269109
• Nikkaji Number: J1.002.946E
• Wikidata: Q76416608
• Mol file: 219522-27-7.mol

Synonyms:(4AR,8AR)-DECAHYDRO-1,5-NAPHTHYRIDINE;13623-83-1;(4AR,8AR)-REL-DECAHYDRO-1,5-NAPHTHYRIDINE;219522-27-7;(+)-(4AR,8aR)-Decahydro-1,5-naphthyridine;(4aR,8aR)-1,2,3,4,4a,5,6,7,8,8a-decahydro-1,5-naphthyridine;(4aR,8aR)-Decahydro-[1,5]naphthyridine;SCHEMBL16763803;RQPDLNSKAAOHTF-HTQZYQBOSA-N;DTXSID701269109;MFCD23106068;AKOS006356297;PB33729;AS-52888;CS-0053208;rel-(4aR,8aR)-Decahydro-1,5-naphthyridine;EN300-90625;P10924;P15838;A886854

Chemical Property of (4AR,8AR)-Decahydro-1,5-naphthyridine

Chemical Property:

• XLogP3: 0.5
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 0
• Exact Mass: 140.131348519
• Heavy Atom Count: 10
• Complexity: 99.8

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CC2C(CCCN2)NC1
• Isomeric SMILES: C1C[C@@H]2[C@@H](CCCN2)NC1

Technology Process of (4AR,8AR)-Decahydro-1,5-naphthyridine

There total 1 articles about (4AR,8AR)-Decahydro-1,5-naphthyridine 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:

→ cis-decahydro-1,5-naphthyridine (219522-27-7,13623-83-1)

Guidance literature:

Dicen 21, LiAlH4/THF;

DOI:10.1021/jo00802a018

Reference yield:

cis-decahydro-1,5-naphthyridine (219522-27-7,13623-83-1) + cyclohexylacetic acid chloride (23860-35-7) → N,N'-cyclohexylacetyl-cis-decahydro-1,5-naphthyridine

Guidance literature:

With dmap; triethylamine; In dichloromethane; at 0 - 20 ℃;

DOI:10.1021/ol9903133

Reference yield:

cis-decahydro-1,5-naphthyridine (219522-27-7,13623-83-1) → N,N'-bis-(2-cyclohexylethyl)-cis-decahydro-1,5-naphthyridine

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine; DMAP / CH₂Cl₂ / 0 - 20 °C

2: LiAlH₄ / tetrahydrofuran / 1 h / Heating

With dmap; lithium aluminium tetrahydride; triethylamine; In tetrahydrofuran; dichloromethane; 1: Acylation / 2: Reduction;

DOI:10.1021/ol9903133