R-Tetrahydropapaverine

Base Information

• Chemical Name: R-Tetrahydropapaverine
• CAS No.: 50896-90-7
• Molecular Formula: C20H25NO4
• Molecular Weight: 343.423
• Hs Code.: 2933499090
• European Community (EC) Number: 415-110-8,680-305-9
• DSSTox Substance ID: DTXSID20866423
• Nikkaji Number: J430.264H
• Wikidata: Q27464875
• Mol file: 50896-90-7.mol

Synonyms:R-Tetrahydropapaverine;50896-90-7;54417-53-7;(R)-(+)-Tetrahydropapaverine;R-tetrahydropapaverine HCl;(R)-1-(3,4-Dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;(1R)-1-[(3,4-dimethoxyphenyl)methyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;(1~{r})-1-[(3,4-Dimethoxyphenyl)methyl]-6,7-Dimethoxy-1,2,3,4-Tetrahydroisoquinoline;R-(+)-Tetrahydropapaverin;(R)-norlaudanosine;(1r)-1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline;SCHEMBL6398843;DTXSID20866423;CHEBI:136735;MFCD09750421;AKOS022172001;AS-11440;PD132150;CS-0200220;Q27464875;(r)-1-(3,4-dimethoxy-benzyl)-6,7-dimethoxy-1,2,3,4-tetrahydro-isoquinoline;R9T

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of R-Tetrahydropapaverine

Chemical Property:

• Boiling Point: 475.8 °C at 760 mmHg
• PKA: 8.66±0.40(Predicted)
• Flash Point: 202.7 °C
• PSA: 48.95000
• Density: 1.120 g/cm³
• LogP: 3.47930
• XLogP3: 3.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 343.17835828
• Heavy Atom Count: 25
• Complexity: 407

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C(C=C1)CC2C3=CC(=C(C=C3CCN2)OC)OC)OC
• Isomeric SMILES: COC1=C(C=C(C=C1)C[C@@H]2C3=CC(=C(C=C3CCN2)OC)OC)OC

Technology Process of R-Tetrahydropapaverine

There total 41 articles about R-Tetrahydropapaverine 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: 95.8%

1-(3,4-dimethoxybenzyl)-6,7-dimethoxy-3.4-dihydroisoquinoline hydrochloride (5884-22-0) → (-) N-norlaudanosine (50896-90-7)

Guidance literature:

With sodium tetrahydroborate; (2S,3S)-1-methyl-5-oxo-2-phenyltetrahydro-1H-pyrrolidine-3-carboxylic acid; zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 21h; Inert atmosphere; Reflux;

Reference yield: 95.0%

(R)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline (104713-02-2) → (-) N-norlaudanosine (50896-90-7)

Guidance literature:

With sodium hydroxide; In ethanol; at 80 ℃; for 10h;

DOI:10.1021/jo00081a007

Reference yield: 90.45%

3,4-dihydropapaverine (6957-27-3) → (-) N-norlaudanosine (50896-90-7)

Guidance literature:

3,4-dihydropapaverine; With formic acid; C₃₀H₃₁ClN₂O₂RuS; triethylamine; In dimethyl sulfoxide; at 20 ℃;

With D-(+)-camphoric acid; In methanol; Reflux;

upstream raw materials:

Tetrahydropapaverine

(R)-1-<(3,4-Dimethoxyphenyl)methyl>-2-formyl-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

(R)-2-Acetyl-1-<(3,4-dimethoxyphenyl)methyl>-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

2-[(4S)-4,5-dihydro-4-(1-methylethyl)-2-oxazolyl]-6,7-dimethoxy-1,2,3,4-tetrahydroisoquinoline

Downstream raw materials:

(R)-(-)-1-tetrahydropapaverin-2'-yl-4,7-dioxa-3,8-dioxodec-9-ene

N,N'-4,7-dioxa-3,8-dioxodecylene-1,10-diyl-bis-(R)-(-)-tetrahydropapaverine

9-[(R)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-nonan-1-ol

11-[(R)-1-(3,4-Dimethoxy-benzyl)-6,7-dimethoxy-3,4-dihydro-1H-isoquinolin-2-yl]-undecan-1-ol

Refernces

• 1、 -. "Preparation method of benzyl tetrahydro isoquinoline compound". Paragraph 0103; 0104. . Retrieved 2018/07/30.
• 2、 -. "PROCESS FOR THE RESOLUTION OF ISOQUINOLINE DERIVATIVES". Page/Page column 5. . Retrieved 2010/12/29.