SEMPERVIRINE NITRATE

Base Information

• Chemical Name: SEMPERVIRINE NITRATE
• CAS No.: 549-92-8
• Molecular Formula: C₁₉H₁₆N₂
• Molecular Weight: 272.349
• Mol file: 549-92-8.mol

Synonyms:Yohimbanium,3,4,5,6,14,15,20,21-octadehydro-, hydroxide, inner salt (8CI); Sempervirine;Sempervirine, hydroxide, inner salt

Chemical Property of SEMPERVIRINE NITRATE

Chemical Property:

• Vapor Pressure: 5.7E-14mmHg at 25°C
• Melting Point: 271°C
• Boiling Point: 591.6°Cat760mmHg
• Flash Point: 311.6°C
• PSA: 88.77000
• Density: 1.28g/cm³
• LogP: 4.49710

Purity/Quality:

98%min ^*data from raw suppliers

Sempervirinenitrate 98% ^*data from reagent suppliers

Safty Information:

• Statements: 23/24/25
• Safety Statements: 22-36/37/39

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of SEMPERVIRINE NITRATE

There total 13 articles about SEMPERVIRINE NITRATE 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: 66.0%

(4aR,14aS)-2,3,4,4a,5,7,8,13,14,14a-Decahydro-1H-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-6-ylium → sempervirine (47136-65-2,549-92-8)

Guidance literature:

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In acetic acid; for 2h; Heating;

DOI:10.1007/BF00807793

Reference yield: 53.0%

9H-2-Ethoxycarbonylmethyl-1-methylpyrido<3,4-b>indolium bromide (17350-51-5) + cyclohexane-1,2-dione (765-87-7) → sempervirine (47136-65-2,549-92-8)

Guidance literature:

With sodium methylate; In methanol; at 95 ℃; for 1h; under 12929 Torr; Temperature; Microwave irradiation;

DOI:10.1016/j.tetlet.2012.11.059

Reference yield:

sempervirinoxide → sempervirine (47136-65-2,549-92-8)

Guidance literature:

With 5%-palladium/activated carbon; ammonium formate; In methanol; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/np5009619

upstream raw materials:

20α-yohimban; hydrochloride

13-Benzenesulfonyl-8-hydroxy-2,3,4,7,8,13-hexahydro-1H-indolo[2',3':3,4]pyrido[1,2-b]isoquinolin-6-ylium; bromide

o-tetrachloroquinone

tryptamine

Downstream raw materials:

sempervirine nitrate

(+/-)-alloyahimbane

dl-Epialloyohimbane

3-(3-Ethylindol-2-yl)-5,6,7,8-tetrahydroisoquinoline

Refernces

• 1、 Chinta Rao,Saha, Sanjay,Raolji, Gajendra B.,Patro, Balaram,Risbood, Prabhaker,Difilippantonio, Michael J.,Tomaszewski, Joseph E.,Malhotra, Sanjay V.. "Microwave assisted Westphal condensation and its application to synthesis of sempervirine and related compounds". . p. 487 - 490. Retrieved 2013/02/25.
• 2、 Gribble, Gordon W.,Barden, Timothy C.,Johnson, David A.. "A DIRECTED METALATION ROUTE TO THE ZWITTERIONIC INDOLE ALKALOIDS. SYNTHESIS OF SEMPERVIRINE". . p. 3195 - 3202. Retrieved 2007/10/02.