p-Hydroxy-d-amphetamine

Base Information

• Chemical Name: p-Hydroxy-d-amphetamine
• CAS No.: 1693-66-9
• Molecular Formula: C9H13 N O
• Molecular Weight: 151.208
• Hs Code.: 2922299090
• Mol file: 1693-66-9.mol

Synonyms:Phenol,4-(2-aminopropyl)-, (S)-; Phenol, p-(2-aminopropyl)-, (+)- (8CI);(+)-Paredrine; (+)-p-Hydroxyamphetamine; (S)-p-Hydroxyamphetamine;d-Hydroxyamphetamine; d-p-Hydroxyamphetamine; p-Hydroxy-D-amphetamine

 This product is a nationally controlled contraband, and the Lookchem platform doesn't provide relevant sales information.

Chemical Property of p-Hydroxy-d-amphetamine

Chemical Property:

• Vapor Pressure: 0.0024mmHg at 25°C
• Boiling Point: 279.2°C at 760 mmHg
• Flash Point: 122.7°C
• PSA: 46.25000
• Density: 1.07g/cm³
• LogP: 1.98220

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Paredrine is a metabolite of (S)-Amphetamine (A634245), a CNS stimulant; anorexic. More active isomer of Amphetamine. Induces release of catecholamines and serotonin by displacing the monoamines from their vesicular storage sites; blocks catecholamine reuptake.Controlled substance (stimulant).

Technology Process of p-Hydroxy-d-amphetamine

There total 8 articles about p-Hydroxy-d-amphetamine 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: 88.0%

C17H21NO (735231-40-0) → (-)-Hydroxyamphetamine (1518-89-4,1518-86-1) + (+)-Hydroxyamphetamine (1693-66-9,1518-86-1)

Guidance literature:

With palladium 10% on activated carbon; hydrogen; In methanol; at 45 ℃; for 8h; Reagent/catalyst; Autoclave;

Reference yield: 67.0%

ethyl 2-methoxyacetate (3938-96-3) + p-hydroxyamphetamine (103-86-6,1518-86-1) → C12H17NO3 (1351781-81-1) + (-)-Hydroxyamphetamine (1518-89-4,1518-86-1) + (+)-Hydroxyamphetamine (1693-66-9,1518-86-1)

Guidance literature:

With Candida antartica lipase B; triethylamine; at 35 ℃; for 96h; optical yield given as %ee; Inert atmosphere; Enzymatic reaction;

DOI:10.1039/c1ob06251d

Reference yield:

4-(2-nitro-propenyl)-anisole (17354-63-1) → (-)-Hydroxyamphetamine (1518-89-4,1518-86-1) + (+)-Hydroxyamphetamine (1693-66-9,1518-86-1)

Guidance literature:

Multi-step reaction with 3 steps

1: lithium aluminium tetrahydride / diethyl ether / 3 h / Inert atmosphere; Reflux

2: hydrogen bromide / water / 3 h / Reflux

3: Candida antartica lipase B; triethylamine / 96 h / 35 °C / Inert atmosphere; Enzymatic reaction

With lithium aluminium tetrahydride; Candida antartica lipase B; hydrogen bromide; triethylamine; In diethyl ether; water;

DOI:10.1039/c1ob06251d

upstream raw materials:

2-amino-1-(4-methyoxyphenyl)propane

ethyl 2-methoxyacetate

p-hydroxyamphetamine

4-(2-nitro-propenyl)-anisole

Refernces

• 1、 Munoz, Lourdes,Rodriguez, Anna M.,Rosell, Gloria,Bosch, M. Pilar,Guerrero, Angel. "Enzymatic enantiomeric resolution of phenylethylamines structurally related to amphetamine". experimental part. p. 8171 - 8177. Retrieved 2012/01/04.