(-)-Lentiginosine

Base Information

• Chemical Name: (-)-Lentiginosine
• CAS No.: 161024-43-7
• Molecular Formula: C₈H₁₅NO₂
• Molecular Weight: 157.213
• Mol file: 161024-43-7.mol

Synonyms:1,2-Indolizinediol,octahydro-, [1S-(1a,2b,8aa)]-; (+)-Lentiginosine;(1S,2S,8aS)-1,2-Dihydroxyindolizidine; (1S,2S,8aS)-Lentiginosine; Lentiginosine

Chemical Property of (-)-Lentiginosine

Chemical Property:

• Vapor Pressure: 0.00028mmHg at 25°C
• Refractive Index: 1.572
• Boiling Point: 287.4°Cat760mmHg
• Flash Point: 154.4°C
• PSA: 43.70000
• Density: 1.23g/cm³
• LogP: -0.48580

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (-)-Lentiginosine

There total 153 articles about (-)-Lentiginosine 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: 100.0%

(1S,2R,8aS)-hexahydro-1,2-dihydroxyindolizin-3(5H)-one (152189-97-4) → (+)-lentiginosine (161024-43-7,125279-72-3)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; Heating;

DOI:10.1016/S0040-4039(01)00214-3

Reference yield: 93.0%

(1S,2S,8aS)-1,2-bis(tert-butoxy)octahydroindolizine (181121-96-0) → (+)-lentiginosine (161024-43-7,125279-72-3)

Guidance literature:

With trifluoroacetic acid; at 20 ℃; for 16h;

DOI:10.1080/07328300008544101

Reference yield: 91.0%

(1S,2S,8aS)-1,2-Bis(methoxymethoxy)indolizidine (166533-28-4) → (+)-lentiginosine (161024-43-7,125279-72-3)

Guidance literature:

With hydrogenchloride; In methanol; for 3h; Heating;

DOI:10.1021/jo00122a068

upstream raw materials:

(1S,2S,8aS)-1,2-Bis<(tert-butyldiphenylsilyl)oxy>octahydroindolizine

(1S,2R,8aS)-hexahydro-1,2-dihydroxyindolizin-3(5H)-one

(1S,2S,8aS)-1,2-Bis(methoxymethoxy)indolizidine

(2S,3S,4S)-3,4-Bis-(tert-butyl-dimethyl-silanyloxy)-2-[4-(toluene-4-sulfonyloxy)-butyl]-pyrrolidine-1-carboxylic acid tert-butyl ester