Inolin

Base Information

• Chemical Name: Inolin
• CAS No.: 21650-42-0
• Molecular Formula: C19H23 N O5
• Molecular Weight: 345.395
• UNII: V1NS79K43I
• DSSTox Substance ID: DTXSID80860225
• Nikkaji Number: J9.922H
• Wikidata: Q27291413
• Pharos Ligand ID: J8XFJNCGSVLG
• ChEMBL ID: CHEMBL299175
• Mol file: 21650-42-0.mol

Synonyms:AQ 110;AQ-110;AQ110;AQL 208;AQL-208;AQL208;CV 705;CV-705;CV705;Tetroquinol;Tretoquinol;Tretoquinol Hydrochloride;Tretoquinol Hydrochloride Anhydrous;Tretoquinol Hydrochloride, (S)-Isomer;Tretoquinol-(R);Tretoquinol-(S) HCl;Trimethoquinol;Trimetoquinol

Chemical Property of Inolin

Chemical Property:

• Melting Point: 125-129 °C(Solv: methanol (67-56-1); ethyl ether (60-29-7))
• Boiling Point: 533.3±50.0 °C(Predicted)
• PKA: 9.70±0.40(Predicted)
• PSA: 80.18000
• Density: 1.235±0.06 g/cm3(Predicted)
• LogP: 2.88190
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 5
• Exact Mass: 345.15762283
• Heavy Atom Count: 25
• Complexity: 409

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC(=CC(=C1OC)OC)CC2C3=CC(=C(C=C3CCN2)O)O

Technology Process of Inolin

There total 1 articles about Inolin 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:

→ trimetoquinol (21650-42-0)

Guidance literature:

3,4,5-Trimethoxyphenylacetaldehyd, β-(3,4-Dioxyphenyl)-ethylamin, H2O/MeOH, HCl (pH 2-2.2), 25-30grad, 21 h;

Reference yield: 85.0%

trimetoquinol (21650-42-0) + benzyl chloroformate (501-53-1,94274-21-2) → (+/-)-N-benzyloxycarbonyl-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (80601-70-3)

Guidance literature:

With sodium hydrogencarbonate; In chloroform; water; at 5 ℃; for 1h; then 2 h room temperature;

DOI:10.1248/cpb.29.2816

Reference yield:

trimetoquinol (21650-42-0) → (+/-)-N-benzyloxycarbonyl-6,7-dihydroxy-5-methyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline (80601-72-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 85 percent / NaHCO₃ / CHCl₃; H₂O / 1 h / 5 °C / then 2 h room temperature

2: 87 percent / Et₃N / acetonitrile / 1 h / 0 °C

3: 1.) Me₂SO₄, 2.) NaBH₃CN / 1.) HMPA, 50 deg C, 1.5 h, 2.) HMPA, 70 deg C, 2 h

With sodium cyanoborohydride; sodium hydrogencarbonate; triethylamine; dimethyl sulfate; In chloroform; water; acetonitrile;

DOI:10.1248/cpb.29.2816

Downstream raw materials:

(+/-)-N-benzyloxycarbonyl-6,7-dihydroxy-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline

(+/-)-N-benzyloxycarbonyl-6,7-dihydroxy-5-methyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline

(+/-)-N-benzyloxycarbonyl-6,7-dihydroxy-5-dimethylaminomethyl-1-(3,4,5-trimethoxybenzyl)-1,2,3,4-tetrahydroisoquinoline