(S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amine

Base Information

Chemical Name:(S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amine
CAS No.:286381-74-6
Molecular Formula:C₁₆H₁₈N₂O
Molecular Weight:254.332
Hs Code.:
DSSTox Substance ID:DTXSID60433158
Nikkaji Number:J1.336.545H
Wikidata:Q82247285

Synonyms:286381-74-6;(S)-2-(BENZYLOXY)-5,6,7,8-TETRAHYDROQUINOLIN-5-AMINE;(S)-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine;SCHEMBL4269537;DTXSID60433158;KYPGUAIHLBHSMY-AWEZNQCLSA-N;(5S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinoline-5beta-amine

Suppliers and Price of (S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amine

Supply Marketing:

Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

Manufacturers and distributors:

Manufacture/Brand
Chemicals and raw materials
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price

Total 1 raw suppliers

Chemical Property of (S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amine

Chemical Property:

XLogP3:2.3
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:3
Rotatable Bond Count:3
Exact Mass:254.141913202
Heavy Atom Count:19
Complexity:278

Purity/Quality:

Safty Information:

Pictogram(s):
Hazard Codes:

MSDS Files:: SDS file from LookChem

Useful:

Canonical SMILES:C1CC(C2=C(C1)N=C(C=C2)OCC3=CC=CC=C3)N
Isomeric SMILES:C1C[C@@H](C2=C(C1)N=C(C=C2)OCC3=CC=CC=C3)N

Technology Process of (S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amine

There total 5 articles about (S)-2-(Benzyloxy)-5,6,7,8-tetrahydroquinolin-5-amine 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: 29.0%

: N-(2-benzyloxy-7,8-dihydro-6H-quinolin-5-ylidene)-2-phenyl-acetamide

: 286381-74-6
(S)-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine

Guidance literature:: With borane-THF; at 20 ℃; for 12h;
DOI:10.1002/(SICI)1521-3773(20000515)39:10<1775::AID-ANIE1775>3.0.CO;2-Q

Reference yield:

: 286381-93-9
racemic-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine

: 286381-74-6
(S)-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine

Guidance literature:: racemic-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine; With (R)-Mandelic Acid; In methanol; Resolution of racemate;

With sodium hydroxide; In water; at 50 ℃; for 0.5h;

Reference yield:

: 15450-69-8
5,6,7,8-tetrahydro-5-oxo-2(1H)-quinolinone

: 286381-74-6
(S)-2-benzyloxy-5,6,7,8-tetrahydro-quinolin-5-ylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 80 percent / Ag₂CO₃ / toluene / 48 h

2: 95 percent / pyridine / 16 h / 20 °C

3: 29 percent / BH₃*THF / 12 h / 20 °C

With pyridine; borane-THF; silver carbonate; In toluene; 1: Addition / 2: Substitution / 3: Reduction;
DOI:10.1002/(SICI)1521-3773(20000515)39:10<1775::AID-ANIE1775>3.0.CO;2-Q