(3S)-2,3,4,4aα,5,6,11,11aα-Octahydro-2,2,5-trimethyl-3,5β-ethano-1H-pyrido[3,2-b]carbazole

Base Information

• Chemical Name: (3S)-2,3,4,4aα,5,6,11,11aα-Octahydro-2,2,5-trimethyl-3,5β-ethano-1H-pyrido[3,2-b]carbazole
• CAS No.: 57103-59-0
• Molecular Formula: C₂₀H₂₆N₂
• Molecular Weight: 294.44
• Mol file: 57103-59-0.mol

Synonyms:

Chemical Property of (3S)-2,3,4,4aα,5,6,11,11aα-Octahydro-2,2,5-trimethyl-3,5β-ethano-1H-pyrido[3,2-b]carbazole

Chemical Property:

• Vapor Pressure: 4.42E-08mmHg at 25°C
• Boiling Point: 444°Cat760mmHg
• Flash Point: 222.4°C
• PSA: 27.82000
• Density: 1.105g/cm³
• LogP: 4.47720

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: A newly discovered alkaloid, this base has been obtained from Aristotelia serrata. The structure has been established from X-ray analysis of the hydro bromide. The crystals of this salt are orthorhombic with space group P2 1 21 21 and a = 19.462, b = 10.443 and c = 9.889 A with Z = 4.

Technology Process of (3S)-2,3,4,4aα,5,6,11,11aα-Octahydro-2,2,5-trimethyl-3,5β-ethano-1H-pyrido[3,2-b]carbazole

There total 1 articles about (3S)-2,3,4,4aα,5,6,11,11aα-Octahydro-2,2,5-trimethyl-3,5β-ethano-1H-pyrido[3,2-b]carbazole 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: 14.0%

(-)-Hobartine (73004-61-2) → (+)-Aristoteline (57103-59-0) + (+)-neohobartine

Guidance literature:

With hydrogenchloride; In water; for 8h; Heating;

DOI:10.1002/hlca.19840670725

Reference yield:

(+)-Aristoteline (57103-59-0) → (-)-O-benzoylserratoline

Guidance literature:

Multi-step reaction with 2 steps

1: 96 percent / 3-ClC₆H₄CO₃H / CH₂Cl₂; trifluoroacetic acid / 1 h / -40 °C

2: 4-(dimethylamino)pyridine / benzene / 21 h / 25 °C

With dmap; 3-chloro-benzenecarboperoxoic acid; In dichloromethane; trifluoroacetic acid; benzene;

DOI:10.1002/hlca.19930760505

Reference yield:

(+)-Aristoteline (57103-59-0) → aristomakine (80787-63-9)

Guidance literature:

biosynthetic route;

DOI:10.1016/S0040-4039(01)81883-9

upstream raw materials:

(-)-Hobartine

Downstream raw materials:

aristomakine

(-)-serratoline

(+)-O-benzoyl-3-episerratoline

Refernces