6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinoline

Base Information

• Chemical Name: 6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinoline
• CAS No.: 68360-22-5
• Molecular Formula: C17H17NO2
• Molecular Weight: 267.327
• DSSTox Substance ID: DTXSID20393547
• Wikidata: Q82192347
• Mol file: 68360-22-5.mol

Synonyms:68360-22-5;6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinoline;6-(Benzyloxy)-7-methoxy-3,4-dihydroisoquinoline;7-methoxy-6-phenylmethoxy-3,4-dihydroisoquinoline;MFCD00231222;6-benzyloxy-7-methoxy-3,4-dihydroisoquinoline;SCHEMBL3049706;Isoquinoline, 3,4-dihydro-7-methoxy-6-(phenylmethoxy)-;DTXSID20393547;ZIRDRQBTZSUXQD-UHFFFAOYSA-N;AS-37977;SY239642;CS-0137802;FT-0721164;A915317;6-benzyloxy-7-methoxy-3,4-dihydro-isoquinoline, AldrichCPR

Chemical Property of 6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinoline

Chemical Property:

• Melting Point: 105 °C
• Boiling Point: 432.9±45.0 °C(Predicted)
• PKA: 5.76±0.20(Predicted)
• PSA: 30.82000
• Density: 1.12±0.1 g/cm3(Predicted)
• 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:

97% ^*data from raw suppliers

6-?Benzyloxy-?7-?methoxy-?3,?4-?dihydro-?isoquinoline ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC1=C(C=C2CCN=CC2=C1)OCC3=CC=CC=C3
• Uses: 6-?Benzyloxy-?7-?methoxy-?3,?4-?dihydro-?isoquinoline is a reactant used in the synthesis of VMAT2 imaging agents.

Technology Process of 6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinoline

There total 16 articles about 6-Benzyloxy-7-methoxy-3,4-dihydro-isoquinoline 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: 98.0%

6-(Benzyloxy)-7-methoxy-1,2,3,4-tetrahydroisoquinoline (98809-69-9) → 6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinoline (68360-22-5)

Guidance literature:

With tert.-butylhydroperoxide; tris(triphenylphosphine)ruthenium(II) chloride; In benzene; Ambient temperature;

DOI:10.1039/c39850000613

Reference yield: 93.3%

(E)-2-(3-(benzyloxy)-4-methoxyphenyl)ethen-1-amine → 6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinoline (68360-22-5)

Guidance literature:

With hexamethylenetetramine; acetic acid; trifluoroacetic acid; at 80 ℃; for 2h;

DOI:10.1016/j.ejmech.2021.113718

Reference yield: 73.0%

N-formyl-3-benzyloxy-4-methoxyphenethylamine (68360-20-3) → 6-(benzyloxy)-7-methoxy-3,4-dihydroisoquinoline (68360-22-5)

Guidance literature:

With phosphorus pentachloride; In dichloromethane; at 20 ℃; Heating;

DOI:10.1016/j.bmc.2017.02.005

upstream raw materials:

6-(Benzyloxy)-7-methoxy-1,2,3,4-tetrahydroisoquinoline

hexamethylenetetramine

3-benzyloxy-4-methoxyphenylethylamine

3-benzyloxy-4-methoxybenzaldehyde

Downstream raw materials:

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

C₂₅H₃₃NO₃

(2R,3R,11bR)-9-(benzyloxy)-3-isobutyl-10-methoxy-2,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-ol

(2R,3R,11bR)-3-isobutyl-10-methoxy-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinoline-2,9-diol