rel-(2R,4aS,8aS)-Decahydro-2-naphthalenamine

Base Information

• Chemical Name: rel-(2R,4aS,8aS)-Decahydro-2-naphthalenamine
• CAS No.: 936-35-6
• Molecular Formula: C₁₀H₁₉N
• Molecular Weight: 153.268
• DSSTox Substance ID: DTXSID201258674
• Mol file: 936-35-6.mol

Synonyms:DTXSID201258674;rel-(2R,4aS,8aS)-Decahydro-2-naphthalenamine;936-35-6

Chemical Property of rel-(2R,4aS,8aS)-Decahydro-2-naphthalenamine

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 0
• Exact Mass: 153.151749610
• Heavy Atom Count: 11
• Complexity: 133

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1CCC2CC(CCC2C1)N
• Isomeric SMILES: C1CC[C@@H]2C[C@H](CC[C@H]2C1)N

Technology Process of rel-(2R,4aS,8aS)-Decahydro-2-naphthalenamine

There total 21 articles about rel-(2R,4aS,8aS)-Decahydro-2-naphthalenamine 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: 99.0%

(2RS,4aSR,8aRS)-benzyl(decahydronaphthalen-2-yl)amine → (2RS,4aSR,8aRS)-decahydronaphthalen-2-ylamine (936-35-6,1196-54-9,3922-10-9,18649-65-5,23017-71-2)

Guidance literature:

With hydrogen; 10percent Pd/C; In ethanol; at 20 ℃; for 17h;

DOI:10.1021/jm0209174

Reference yield:

hydrogenchloride (7647-01-0,15364-23-5) + β-decalone oxime (91716-73-3) + acetic acid (64-19-7,77671-22-8) → (4ar,8ac)-decahydro-naphthalen-2ξ-ol (691892-19-0) + (+/-)-(4ar,8ac)-decahydro-[2c]naphthylamine (936-35-6,1196-54-9,3922-10-9,18649-65-5,23017-71-2) + cis-2-decalone (1579-21-1)

Guidance literature:

under 1520 - 2280 Torr; cis-β-decalone oxime; Hydrogenation;

Reference yield:

(2RS,4aSR,8aRS)-N-(decahydronaphthalen-2-yl)benzamide (109093-05-2) → (2RS,4aSR,8aRS)-decahydronaphthalen-2-ylamine (936-35-6,1196-54-9,3922-10-9,18649-65-5,23017-71-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 99 percent / LiAlH₄ / tetrahydrofuran / 20 h / Heating

2: 99 percent / H₂ / 10percent Pd/C / ethanol / 17 h / 20 °C

With lithium aluminium tetrahydride; hydrogen; 10percent Pd/C; In tetrahydrofuran; ethanol;

DOI:10.1021/jm0209174

upstream raw materials:

2-Oxo-trans-decalin-oxim

ethanol

β-decalone oxime

cis,trans-2-decalyl tosylate

Downstream raw materials:

(+)-(4ar,8ac)-decahydro-[2c]naphthylamine

(-)-(4ar,8ac)-decahydro-[2c]naphthylamine

2-acetylamino-decahydro-naphthalene

2-benzamino-decahydro-naphthalene