(1S,7aβ,14aα)-Dodecahydro-7β,14β-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-1-ol

Base Information

• Chemical Name: (1S,7aβ,14aα)-Dodecahydro-7β,14β-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-1-ol
• CAS No.: 2122-29-4
• Molecular Formula: C₁₅H₂₆N₂O
• Molecular Weight: 250.384
• Mol file: 2122-29-4.mol

Synonyms:spartein-5-ol;Retamine;

Chemical Property of (1S,7aβ,14aα)-Dodecahydro-7β,14β-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-1-ol

Chemical Property:

• Vapor Pressure: 3.44E-07mmHg at 25°C
• Melting Point: 165-166°
• Boiling Point: 375.9°C at 760 mmHg
• Flash Point: 179.1°C
• PSA: 26.71000
• Density: 1.16g/cm³
• LogP: 1.19170

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Description: This sparteine alkaloid was first isolated by Battandier and Malosse from Retama sphaerocarpa Boiss. and found to give colour reactions suggesting a relationship with sparteine. It has [α]20D + 46.2° (c 1.017, EtOH) and yields crystalline salts and derivatives including the hydrochloride, m.p. 272-3°C; picrate, m.p. 165- 6°C; phenylurethane, m.p. 190-1 °c and the acetyl derivative as hygroscopic crystals, m.p. about 60°C. The earlier structure as 8-hydroxysparteine has been shown to be wrong, the correct structure, established by synthesis, being 12-{3- hydroxysparteine.

Technology Process of (1S,7aβ,14aα)-Dodecahydro-7β,14β-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-1-ol

There total 8 articles about (1S,7aβ,14aα)-Dodecahydro-7β,14β-methano-2H,6H-dipyrido[1,2-a:1',2'-e][1,5]diazocin-1-ol 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:

(+)-12α-hydroxylupanine (145204-92-8) → retamine (2122-29-4,2584-27-2,3300-52-5,15527-92-1,15527-93-2,15528-16-2,15528-17-3,27804-79-1)

Guidance literature:

With hydrogenchloride; hydrogen; platinum(IV) oxide; for 24h;

Reference yield:

→ Retamin (2122-29-4,2584-27-2,3300-52-5,15527-92-1,15527-93-2,15528-16-2,15528-17-3,27804-79-1)

Guidance literature:

(+)-13-Hydroxy-lupanin, 1) Phosphorpentoxid, 175grad, 2) Diboran,THF, 3) H2O2, wss. Natronlauge, Erwaermen;

DOI:10.1139/v65-270

Reference yield:

→ Retamin (2122-29-4,2584-27-2,3300-52-5,15527-92-1,15527-93-2,15528-16-2,15528-17-3,27804-79-1)

Guidance literature:

Retamin-N¹⁶-oxid bzw. -N¹,N¹⁶-dioxid, 1) Pyrolyse, 2) NaBH4, im Gemisch mit d. 12β-Epimeren;

DOI:10.1016/S0040-4039(01)87490-6

upstream raw materials:

(+)-12α-hydroxylupanine

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