(+/-)-HarMicine

Base Information

• Chemical Name: (+/-)-HarMicine
• CAS No.: 885-40-5
• Molecular Formula: C14H16N2
• Molecular Weight: 212.294
• Mol file: 885-40-5.mol

Synonyms:1,2,5,6,11,11b-hexahydro-3H-indolo<3,2-g>indolizine;1,2,5,6,7,11,11b-hexahydro-3H-indolo<3,2-g>indolizine;

Chemical Property of (+/-)-HarMicine

Chemical Property:

• PSA: 19.03000
• LogP: 2.79880

Purity/Quality:

98% ^*data from raw suppliers

Harmicine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Harmicine is a tetracyclic β-carboline alkaloid as potent α2-adrenoceptor antagonist.

Technology Process of (+/-)-HarMicine

There total 1 articles about (+/-)-HarMicine 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: 48.0%

4-chlorobutyraldehyde (6139-84-0) + tryptamine hydochloride (343-94-2) → (+/-)-harmacine (885-40-5)

Guidance literature:

4-chlorobutyraldehyde; tryptamine hydochloride; In acetonitrile; at 20 ℃; for 0.166667h; Inert atmosphere;

With trifluoroacetic acid; In acetonitrile; at 20 - 90 ℃; for 12.16h; Inert atmosphere;

DOI:10.1016/j.tetlet.2012.07.044

Reference yield: 64.0%

(+/-)-harmacine (885-40-5) + benzyl chloroformate (501-53-1,94274-21-2) → 3-benzyloxycarbonyl-7-hydroxy-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol (114476-20-9)

Guidance literature:

With water; sodium hydrogencarbonate; In tetrahydrofuran; at 20 - 70 ℃; for 0.583333h;

DOI:10.1016/S0040-4020(01)86861-7

Reference yield: 64.0%

(+/-)-harmacine (885-40-5) + sodium acetate (127-09-3) + benzyl chloroformate (501-53-1,94274-21-2) → 3-benzyloxycarbonyl-7-hydroxy-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol (114476-20-9) + 3-benzyloxycarbonyl-7-acetoxy-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol (114476-23-2)

Guidance literature:

With water; In tetrahydrofuran; acetone; for 2h; Ambient temperature; Heating;

DOI:10.1016/S0040-4020(01)86861-7

upstream raw materials:

4-chlorobutyraldehyde

tryptamine hydochloride

Downstream raw materials:

3-benzyloxycarbonyl-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol-7-carbonsaurenitril

3-benzyloxycarbonyl-7-hydroxy-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol

3-benzyloxycarbonyl-7-acetoxy-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol

3-benzyloxycarbonyl-1,2,3,4,5,6,7,8-octahydroazonino<5,4-b>indol-7-carbonsaureamid

Refernces