4-Hydroxytranylcypromine

Base Information

• Chemical Name: 4-Hydroxytranylcypromine
• CAS No.: 104777-77-7
• Molecular Formula: C₉H₁₁NO
• Molecular Weight: 149.192
• DSSTox Substance ID: DTXSID90909199
• Wikidata: Q82878767
• Mol file: 104777-77-7.mol

Synonyms:4-hydroxyphenylcyclopropanamine;4-hydroxytranylcypromine

Chemical Property of 4-Hydroxytranylcypromine

Chemical Property:

• Vapor Pressure: 0.0012mmHg at 25°C
• Boiling Point: 290.2°Cat760mmHg
• Flash Point: 129.3°C
• PSA: 46.25000
• Density: 1.208g/cm³
• LogP: 1.90710
• XLogP3: 1.1
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 149.084063974
• Heavy Atom Count: 11
• Complexity: 141

Purity/Quality:

97% ^*data from raw suppliers

4-[(1R,2S)-rel-2-Aminocyclopropyl]phenol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: C1C(C1N)C2=CC=C(C=C2)O
• Isomeric SMILES: C1[C@H]([C@@H]1N)C2=CC=C(C=C2)O
• Uses: 4-[(1R,2S)-rel-2-Aminocyclopropyl]phenol is a useful compound in the preparation of heteroaryl cyclopropylamines as selective lysine specific demethylase-1 inhibitors and for treating cancer and viral infections.

Technology Process of 4-Hydroxytranylcypromine

There total 5 articles about 4-Hydroxytranylcypromine 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:

(trans)-2-(4-((2-methoxyethoxy)methoxy)phenyl)cyclopropanamine → 4-((trans)-2-aminocyclopropyl)phenol (104777-77-7,727649-20-9)

Guidance literature:

(trans)-2-(4-((2-methoxyethoxy)methoxy)phenyl)cyclopropanamine; With toluene-4-sulfonic acid; In ethanol; at 75 ℃; for 2h;

With sodium hydroxide; In ethanol; water; pH=7;

Reference yield:

(E)-1-((2-methoxyethoxy)methoxy)-4-(2-nitrovinyl)benzene (1279637-44-3) → 4-((trans)-2-aminocyclopropyl)phenol (104777-77-7,727649-20-9)

Guidance literature:

Multi-step reaction with 3 steps

1.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.75 h

1.2: 20 h

2.1: hydrogenchloride; zinc / isopropyl alcohol; water / 16 h

3.1: toluene-4-sulfonic acid / ethanol / 2 h / 75 °C

3.2: pH 7

With hydrogenchloride; sodium hydride; toluene-4-sulfonic acid; zinc; In ethanol; water; dimethyl sulfoxide; isopropyl alcohol; mineral oil;

Reference yield:

4-hydroxy-benzaldehyde (123-08-0,65581-83-1) → 4-((trans)-2-aminocyclopropyl)phenol (104777-77-7,727649-20-9)

Guidance literature:

Multi-step reaction with 5 steps

1.1: potassium carbonate / acetone / 0 - 20 °C

2.1: ammonium acetate / tetrahydrofuran / 20 h / Reflux

3.1: sodium hydride / dimethyl sulfoxide; mineral oil / 0.75 h

3.2: 20 h

4.1: hydrogenchloride; zinc / isopropyl alcohol; water / 16 h

5.1: toluene-4-sulfonic acid / ethanol / 2 h / 75 °C

5.2: pH 7

With hydrogenchloride; ammonium acetate; sodium hydride; potassium carbonate; toluene-4-sulfonic acid; zinc; In tetrahydrofuran; ethanol; water; dimethyl sulfoxide; isopropyl alcohol; acetone; mineral oil;

upstream raw materials:

4-hydroxy-benzaldehyde

4-[(2-methoxyethoxy)methoxy]benzaldehyde

(E)-1-((2-methoxyethoxy)methoxy)-4-(2-nitrovinyl)benzene