Phenethylamine, D-.alpha.-methyl-

Base Information

• Chemical Name: Phenethylamine, D-.alpha.-methyl-
• CAS No.: 41820-21-7
• Molecular Formula: C9H13N
• Molecular Weight: 171.67
• Mol file: 41820-21-7.mol

Synonyms:Phenethylamine, D-.α.-methyl-;

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Chemical Property of Phenethylamine, D-.alpha.-methyl-

Chemical Property:

• Melting Point: 152-154?C
• PSA: 26.02000
• LogP: 3.07860
• Storage Temp.: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: CNS stimulant; anorexic. Controlled substance (stimulant).

Technology Process of Phenethylamine, D-.alpha.-methyl-

There total 8 articles about Phenethylamine, D-.alpha.-methyl- 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: 95.0%

tert-butyl N-[(1R)-1-methyl-2-phenylethyl]carbamate (167421-83-2) → (-)-Amphetamine hydrochloride (41820-21-7,405-41-4)

Guidance literature:

tert-butyl N-[(1R)-1-methyl-2-phenylethyl]carbamate; With trifluoroacetic acid; In dichloromethane; at 20 ℃; for 18h;

With hydrogenchloride; In diethyl ether; chloroform; Further stages.;

DOI:10.1021/jo000242h

Reference yield: 30.0%

(R,R)-(+)-N-(1-phenylethyl)-1-phenyl-2-aminopropane hydrochloride (50505-64-1) → (-)-Amphetamine hydrochloride (41820-21-7,405-41-4)

Guidance literature:

With hydrogen; palladium on activated charcoal; In methanol; water; for 30h;

DOI:10.1021/jm00369a018

Reference yield:

methylmagnesium bromide (75-16-1) + (N(E),R)-2-methyl-N-(2-phenylethylidene)-2-propanesulfinamide (221375-48-0) → (S)-(+)-amphetamine hydrochloride (1462-73-3,405-41-4) + (-)-Amphetamine hydrochloride (41820-21-7,405-41-4)

Guidance literature:

methylmagnesium bromide; (N(E),R)-2-methyl-N-(2-phenylethylidene)-2-propanesulfinamide; In diethyl ether; dichloromethane; at -48 ℃;

With hydrogenchloride; In 1,4-dioxane; methanol; at 20 ℃; for 0.5h; Title compound not separated from byproducts; Solvolysis;

DOI:10.1016/S0040-4020(99)00451-2

upstream raw materials:

(R,R)-(+)-N-(1-phenylethyl)-1-phenyl-2-aminopropane hydrochloride

methylmagnesium bromide

(N(E),R)-2-methyl-N-(2-phenylethylidene)-2-propanesulfinamide

tert-butyl N-[(1R)-1-methyl-2-phenylethyl]carbamate

Downstream raw materials:

(R)-4-amino-N-(1-phenylpropan-2-yl)-2-(trifluoromethyl)nicotinamide

(R)-(-)-3-propiophenone hydrochloride

(R)-6-(2-methoxyphenyl)-4-oxo-5-(1-phenylpropan-2-yl)-isothiazolo[5,4-d]pyrimidine-3-carboxamide

(R)-methyl 6-(2-methoxyphenyl)-4-oxo-5-(1-phenylpropan-2-yl)-isothiazolo[5,4-d]pyrimidine-3-carboxylate

Refernces

• 1、 Davis,Durden. "Resolution of chiral aliphatic and arylalkyl amines using immobilized Candida antarctica lipase and isolation of their R- and S-enantiomers". . p. 569 - 578. Retrieved 2007/10/03.
• 2、 Cogan, Derek A.,Liu, Guangcheng,Ellman, Jonathan. "Asymmetric synthesis of chiral amines by highly diastereoselective 1,2- additions of organometallic reagents to N-tert-butanesulfinyl imines". . p. 8883 - 8904. Retrieved 2007/10/03.