1-(naphthalen-1-ylmethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrobromide

Base Information

• Chemical Name: 1-(naphthalen-1-ylmethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrobromide
• CAS No.: 132836-42-1
• Molecular Formula: C20H20BrNO2
• Molecular Weight: 386.2823
• European Community (EC) Number: 683-585-0
• DSSTox Substance ID: DTXSID50437347
• Mol file: 132836-42-1.mol

Synonyms:1-alpha-naphthylmethyl-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline;CKD 712;CKD-712;CKD712;YS 49;YS-49;YS49 compound

Chemical Property of 1-(naphthalen-1-ylmethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrobromide

Chemical Property:

• PSA: 52.49000
• LogP: 4.96740
• Storage Temp.: 2-8°C
• Solubility.: H2O: >10mg/mL
• Hydrogen Bond Donor Count: 4
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 385.06774
• Heavy Atom Count: 24
• Complexity: 401

Purity/Quality:

98% min ^*data from raw suppliers

YS-49 monohydrate ≥98% (HPLC) ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xn,N
• Statements: 22-50
• Safety Statements: 61

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: C1CNC(C2=CC(=C(C=C21)O)O)CC3=CC=CC4=CC=CC=C43.Br

Technology Process of 1-(naphthalen-1-ylmethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrobromide

There total 2 articles about 1-(naphthalen-1-ylmethyl)-1,2,3,4-tetrahydroisoquinoline-6,7-diol Hydrobromide 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:

1-naphthylacetaldehyde (43017-75-0) + dopamine hydrochloride (62-31-7) → 1-(α-naphthylmethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (132836-42-1)

Guidance literature:

With recombinant Thalictrum flavum norcoclaurine synthase; at 37 ℃; for 0.5h; pH=7.5; aq. phosphate buffer; Enzymatic reaction;

DOI:10.1016/j.tetlet.2011.12.089

Reference yield:

N-methoxy-N-methyl-2-(naphthalen-1-yl) acetamide → 1-(α-naphthylmethyl)-6,7-dihydroxy-1,2,3,4-tetrahydroisoquinoline (132836-42-1)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride

2: recombinant Thalictrum flavum norcoclaurine synthase / 0.5 h / 37 °C / pH 7.5 / aq. phosphate buffer; Enzymatic reaction

With lithium aluminium tetrahydride; recombinant Thalictrum flavum norcoclaurine synthase; 2: Pictet-Spengler cyclisation;

DOI:10.1016/j.tetlet.2011.12.089

upstream raw materials:

1-naphthylacetaldehyde

dopamine hydrochloride

Refernces