N,O-Dibenzyl Serotonin

Base Information

• Chemical Name: N,O-Dibenzyl Serotonin
• CAS No.: 147918-24-9
• Molecular Formula: C₂₄H₂₄N₂O
• Molecular Weight: 356.467
• Mol file: 147918-24-9.mol

Synonyms:N-Benzyl-2-<5-(benzyloxy)-3-indolyl>-1-ethanamin

Chemical Property of N,O-Dibenzyl Serotonin

Chemical Property:

• Solubility.: Ethyl Acetate, Methanol

Purity/Quality:

N,O-DibenzylSerotonin ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Protected Serotonin (S274980), a monoamine neurotransmitter.

Technology Process of N,O-Dibenzyl Serotonin

There total 5 articles about N,O-Dibenzyl Serotonin 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: 96.0%

N-Benzyl-2-<5-(benzyloxy)-3-indolyl>glyoxylamid (102754-41-6) → N-Benzyl-2-<5-(benzyloxy)-3-indolyl>-1-ethanamin (147918-24-9)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; for 120h; Heating;

Reference yield: 62.0%

5-benzyloxy-1H-indole (1215-59-4) + N-Benzylethanolamine (104-63-2) → N-Benzyl-2-<5-(benzyloxy)-3-indolyl>-1-ethanamin (147918-24-9)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; caesium carbonate; at 150 ℃; for 48h; Inert atmosphere;

DOI:10.1016/j.tet.2016.03.007

Reference yield:

5-benzyloxy-1H-indole (1215-59-4) → N-Benzyl-2-<5-(benzyloxy)-3-indolyl>-1-ethanamin (147918-24-9)

Guidance literature:

Multi-step reaction with 3 steps

1: diethyl ether / 2 h / Ambient temperature

2: H₂O / 3 h

3: 96 percent / LiAlH₄ / tetrahydrofuran / 120 h / Heating

With lithium aluminium tetrahydride; In tetrahydrofuran; diethyl ether; water;

upstream raw materials:

N-Benzyl-2-<5-(benzyloxy)-3-indolyl>glyoxylamid

5-benzyloxy-1H-indole

2-[5-(benzyloxy)-1H-indol-3-yl]-2-oxoacetyl chloride

N-Benzylethanolamine

Downstream raw materials:

2-Benzyl-6-(benzyloxy)-1-(2-<(2,4,10-trioxatricyclo<3.3.1.1^3,7>dec-3-yl)ethyl>)-1,2,3,4-tetrahydro-9H-pyrido<3,4-b>indol

6-Benzyloxy-1-(2-<(2,4,10-Trioxatricyclo<3.3.1.1^3,7>dec-3-yl)ethyl>)-9H-pyrido<3,4-b>indol

3-(2-aminoethyl)-1H-indol-5-ol