3,4-Dibenzyloxyphenethylamine hydrochloride

Base Information

• Chemical Name: 3,4-Dibenzyloxyphenethylamine hydrochloride
• CAS No.: 1699-56-5
• Molecular Formula: C22H23NO2^.HCl
• Molecular Weight: 369.891
• Hs Code.: 2922199090
• European Community (EC) Number: 216-924-4
• NSC Number: 158272
• DSSTox Substance ID: DTXSID90937710
• ChEMBL ID: CHEMBL1433859
• Mol file: 1699-56-5.mol

Synonyms:1699-56-5;3,4-Dibenzyloxyphenethylamine hydrochloride;3,4-(DIBENZYLOXY)PHENETHYLAMINE HYDROCHLORIDE;3,4-Bis(benzyloxy)phenethylamine hydrochloride;2-[3,4-bis(phenylmethoxy)phenyl]ethanamine;hydrochloride;2-[3,4-bis(benzyloxy)phenyl]ethan-1-amine hydrochloride;MLS001359967;SMR001224333;lupeolacetate;C22H23NO2.ClH;SCHEMBL5628566;CHEMBL1433859;DTXSID90937710;KXIZXPRLNNDQKS-UHFFFAOYSA-N;STR05379;NSC158272;AKOS015889380;NSC-158272;O(Cc1ccccc1)c2cc(CCN)ccc2OCc3ccccc3;AM20080687;CS-0204444;FT-0600335;E83954;3,4-Dibenzyloxyphenethylamine hydrochloride, 98%;J-640247;J-800246;2-(3,4-bis(benzyloxy)phenyl)ethanamine hydrochloride;Benzeneethanamine, 3,4-bis(phenylmethoxy)-, hydrochloride (1:1);2-[3,4-Bis(benzyloxy)phenyl]ethan-1-amine--hydrogen chloride (1/1)

Chemical Property of 3,4-Dibenzyloxyphenethylamine hydrochloride

Chemical Property:

• Appearance/Colour: beige powder
• Vapor Pressure: 7.05E-10mmHg at 25°C
• Melting Point: 131-133 °C(lit.)
• Boiling Point: 493.4 °C at 760 mmHg
• Flash Point: 279.8 °C
• PSA: 44.48000
• Density: 1.128g/cm3
• LogP: 5.84810
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 8
• Exact Mass: 369.1495567
• Heavy Atom Count: 26
• Complexity: 350

Purity/Quality:

98%,99%, ^*data from raw suppliers

3,4-Dibenzyloxyphenethylamine hydrochloride 98% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn,N
• Hazard Codes: Xn,N
• Statements: 22-37/38-41-50/53
• Safety Statements: 24/25-61-60-39-26

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)COC2=C(C=C(C=C2)CCN)OCC3=CC=CC=C3.Cl
• Uses: 3,4-Dibenzyloxyphenethylamine hydrochloride was used in the synthesis of tetrahydroisoquinoline derivatives containing 4(hexylureido)benzenesulfonamide, human β3 adrenergic receptor agonist. It was used as reagent in synthesis of the prodrugs of dopamine.

Technology Process of 3,4-Dibenzyloxyphenethylamine hydrochloride

There total 5 articles about 3,4-Dibenzyloxyphenethylamine hydrochloride 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: 100.0%

N-tert-butoxycarbonyl-3,4-dibenzyloxyphenylethylamine (300362-80-5) → 2-(3,4-bis (phenylmethoxy)phenyl)ethylamine hydrochloride (1699-56-5)

Guidance literature:

With hydrogenchloride; In 1,4-dioxane; for 0.5h;

DOI:10.1021/ja0442062

Reference yield: 70.0%

3,4-bis(benzyloxy)-β-nitrostyrene (1699-54-3) → 2-(3,4-bis (phenylmethoxy)phenyl)ethylamine hydrochloride (1699-56-5)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 1.25h; Heating;

DOI:10.1039/P19810002016

Reference yield:

dopamine (51-61-6) → 2-(3,4-bis (phenylmethoxy)phenyl)ethylamine hydrochloride (1699-56-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 85.5 percent / TEA / methanol / 0.5 h

2: 77.6 percent / K₂CO₃ / acetone / 16 h

3: 100 percent / aq. HCl / dioxane / 0.5 h

With hydrogenchloride; TEA; potassium carbonate; In 1,4-dioxane; methanol; acetone;

DOI:10.1021/ja0442062

upstream raw materials:

3,4-bis(benzyloxy)-β-nitrostyrene

N-tert-butoxycarbonyl-3,4-dibenzyloxyphenylethylamine

dopamine

N-(tert-butoxycarbonyl)dopamine

Downstream raw materials:

[2-(3,4-Bis-benzyloxy-phenyl)-ethyl]-[2-(3,4-dimethoxy-phenyl)-1-methyl-ethyl]-amine; hydrochloride

N-[2-(3,4-bis-benzyloxy-phenyl)-ethyl]-succinamic acid methyl ester

3-(3,4-bis(benzyloxy)phenethylcarbamoyl) propanoic acid

methyl N-[2-(3,4-dibenzyloxyphenyl)ethyl]oxamate

Refernces

• 1、 Battersby, Alan R.,Jones, Raymond C. F.,Kazlauskas, Rymantas,Thornber, Craig W.,Ruchirawat, Somsak,Staunton, James. "Biosynthesis. Part 24. Speculative Incorporation Experiments with 1-Benzylisoquinolines and a Logical Approach via C6-C2 and C6-C3 Precursors to the Biosynthesis of Hasubanonine and Protostephanine". . p. 2016 - 2029. Retrieved 2007/10/02.