(1R,2S)-2-phenylcyclopropan-1-amine; sulfuric acid

Base Information

• Chemical Name: (1R,2S)-2-phenylcyclopropan-1-amine; sulfuric acid
• CAS No.: 13492-01-8
• Molecular Formula: 2C₉H₁₁N*H₂O₄S
• Molecular Weight: 364.466
• Hs Code.: 2921490002
• Mol file: 13492-01-8.mol

Synonyms:(1R,2S)-2-phenylcyclopropan-1-amine; sulfuric acid;SCHEMBL40650;MLS000069788;Tranylcypromine hemisulfate (+/-);TRANYLCYPROMINE HEMISULFATE SALT;SMR000058984

Chemical Property of (1R,2S)-2-phenylcyclopropan-1-amine; sulfuric acid

Chemical Property:

• Vapor Pressure: 0.127mmHg at 25°C
• Boiling Point: 218.3°Cat760mmHg
• Flash Point: 90.8°C
• PSA: 135.02000
• Density: 1.065g/cm³
• LogP: 4.83100
• Storage Temp.: 2-8°C
• Solubility.: Soluble in water; very slightly soluble in ethanol (96%) and in ether .
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 1
• Exact Mass: 231.05652907
• Heavy Atom Count: 15
• Complexity: 197

Purity/Quality:

98%,99%, ^*data from raw suppliers

Tranylcypromine Hemisulfate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): T
• Hazard Codes: T
• Statements: 23/24/25
• Safety Statements: 36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(C1N)C2=CC=CC=C2.OS(=O)(=O)O
• Isomeric SMILES: C1[C@H]([C@@H]1N)C2=CC=CC=C2.OS(=O)(=O)O
• Description: Tranylcypromine (13492-01-8) is an irreversible and non-selective monoamine oxidase inhibitor.1,2?It has been shown to inhibit the histone demethylase BHC110/LSD1.3,4
• Uses: Monoamine oxidase inhibitor; antidepressant.
• Therapeutic Function: Psychostimulant

Technology Process of (1R,2S)-2-phenylcyclopropan-1-amine; sulfuric acid

There total 5 articles about (1R,2S)-2-phenylcyclopropan-1-amine; sulfuric acid 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:

(1S,2S)-2-Phenyl-cyclopropanecarbonyl azide → Parnate (13492-01-8,1949-18-4,3548-91-2,7081-36-9)

Guidance literature:

(1S,2S)-2-Phenyl-cyclopropanecarbonyl azide; With hydrogenchloride; In water; Cooling with ice;

With sulfuric acid; In ethanol; isopropyl alcohol; pH=2; Cooling with ice;

DOI:10.1007/s11164-016-2572-1

Reference yield:

(1SR,2SR)-2-phenylcyclopropanecarbonyl chloride (939-87-7,5685-36-9,37107-48-5,42916-08-5,42916-12-1,42916-13-2,62624-90-2,78738-39-3) → Parnate (13492-01-8,1949-18-4,3548-91-2,7081-36-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium azide / toluene / 4 h / 80 °C / Reflux

2.1: hydrogenchloride / water / Cooling with ice

2.2: pH 2 / Cooling with ice

With hydrogenchloride; sodium azide; In water; toluene;

DOI:10.1007/s11164-016-2572-1

Reference yield:

(E)-3-phenylacrylic acid (140-10-3) → Parnate (13492-01-8,1949-18-4,3548-91-2,7081-36-9)

Guidance literature:

Multi-step reaction with 4 steps

1.1: CuCr₂O₄; 1-butyl-3-methylimidazolium hydroxide / tetrahydrofuran / 4 h / 20 - 50 °C

2.1: chloroformic acid ethyl ester; triethylamine / toluene / 4 h / Cooling with ice

3.1: sodium azide / toluene / 4 h / 80 °C / Reflux

4.1: hydrogenchloride / water / Cooling with ice

4.2: pH 2 / Cooling with ice

With 1-butyl-3-methylimidazolium hydroxide; hydrogenchloride; sodium azide; CuCr₂O₄; chloroformic acid ethyl ester; triethylamine; In tetrahydrofuran; water; toluene;

DOI:10.1007/s11164-016-2572-1

upstream raw materials:

(1SR,2SR)-2-phenylcyclopropanecarbonyl chloride

(E)-3-phenylacrylic acid

trans-2-phenylcyclopropane-1-carboxylic acid

Downstream raw materials:

((1SR,2RS)-tert-butyl-2-phenylcyclopropyl)carbamate

Refernces

• 1、 -. "Method of synthesis of trans-2-phenylcyclopropylamine". . . Retrieved 2008/06/13.