7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline

Base Information

• Chemical Name: 7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline
• CAS No.: 15357-92-3
• Molecular Formula: C17H17NO2
• Molecular Weight: 267.327
• Hs Code.: 2933499090
• DSSTox Substance ID: DTXSID30447368
• Wikidata: Q82266231
• Mol file: 15357-92-3.mol

Synonyms:7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline;15357-92-3;7-(benzyloxy)-6-methoxy-3,4-dihydroisoquinoline;6-methoxy-7-phenylmethoxy-3,4-dihydroisoquinoline;7-Benzyloxy-6-methoxy-3,4-dihydro-isoquinoline;SCHEMBL14755328;DTXSID30447368;AKOS015920412;CS-0337090;FT-0754632;A848395;J-009031;7-Benzyloxy-6-methoxy-3 pound not4-dihydroisoquinoline;7-benzyloxy-6-methoxy-3,4-dihydro-isoquinoline, AldrichCPR

Chemical Property of 7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline

Chemical Property:

• Boiling Point: 432.9 °C at 760 mmHg
• Flash Point: 173.6 °C
• PSA: 30.82000
• Density: 1.12 g/cm³
• LogP: 2.68480
• XLogP3: 2.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 267.125928785
• Heavy Atom Count: 20
• Complexity: 325

Purity/Quality:

98%min ^*data from raw suppliers

7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=C(C=C2C=NCCC2=C1)OCC3=CC=CC=C3

Technology Process of 7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline

There total 13 articles about 7-Benzyloxy-6-methoxy-3,4-dihydroisoquinoline 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: 86.0%

N-formyl-2-[3-methoxy-4-(benzyloxy)phenyl]ethylamine (55803-41-3) → 6-methoxy-7-(benzyloxy)-3,4-dihydroisoquinoline (15357-92-3)

Guidance literature:

With trichlorophosphate; In toluene; at 85 ℃; for 1h;

DOI:10.1007/s00706-004-0231-5

Reference yield: 72.0%

7-(benzyloxy)-6-methoxy-1,2,3,4-tetrahydroisoquinoline (15357-95-6) → 6-methoxy-7-(benzyloxy)-3,4-dihydroisoquinoline (15357-92-3)

Guidance literature:

With manganese(IV) oxide; In dichloromethane; at 20 ℃; for 16h;

DOI:10.1016/j.tet.2016.05.009

Reference yield: 65.0%

2-(4'-benzyloxy-3'-methoxyphenyl)-1-nitroethane (21473-46-1) + trifluoroacetic acid (76-05-1) → 6-methoxy-7-(benzyloxy)-3,4-dihydroisoquinoline (15357-92-3)

Guidance literature:

With hexamethylenetetramine; acetic acid; at 20 - 80 ℃; for 2.5h;

DOI:10.1002/ardp.201300307

upstream raw materials:

N-formyl-2-[3-methoxy-4-(benzyloxy)phenyl]ethylamine

2-[4-(benzyloxy)-3-methoxyphenyl]ethylamine

4-benzyloxy-3-methoxy-β-nitrostyrene

3-methoxy-4-(phenylmethoxy)benzaldehyde

Downstream raw materials:

3-isobutyl-9-methoxy-10-benzyloxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline-2-ol

3-isobutyl-9-methoxy-10-benzyloxy-2,3,4,6,7,11b-hexahydro-1H-pyrido[2,1-a]isoquinoline-2-one

(±)-curine

8-(2,4-dimethoxyphenyl)-6-methoxy-2-propyl-1,2,3,4-tetrahydroisoquinolin-7-ol

Refernces

• 1、 Ronson, Thomas O.,Kitsiou, Christiana,Unsworth, William P.,Taylor, Richard J.K.. "Synthetic approaches to pallimamine and analogues using direct imine acylation". . p. 6099 - 6106. Retrieved 2016/09/14.
• 2、 -. "8-Phenylisoquinolines And Pharmaceutical Composition Used In Treatment For Sepsis". Paragraph 0039. . Retrieved 2013/03/26.