(S) (-)-ALPHA-PHENETHYLURETHANE

Base Information

• Chemical Name: (S) (-)-ALPHA-PHENETHYLURETHANE
• CAS No.: 33290-12-9
• Molecular Formula: C11H15 N O2
• Molecular Weight: 193.246
• Hs Code.: 2924299090
• Mol file: 33290-12-9.mol

Synonyms:Carbamicacid, (1-phenylethyl)-, ethyl ester, (S)-; Carbamic acid,[(1S)-1-phenylethyl]-, ethyl ester (9CI)

Chemical Property of (S) (-)-ALPHA-PHENETHYLURETHANE

Chemical Property:

• PSA: 38.33000
• LogP: 2.88460

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl (S)-1-phenylethylcarbamate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (S) (-)-ALPHA-PHENETHYLURETHANE

There total 18 articles about (S) (-)-ALPHA-PHENETHYLURETHANE 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: 99.0%

(S)-1-phenyl-ethylamine (2627-86-3) + chloroformic acid ethyl ester (541-41-3) → (1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide (33290-12-9)

Guidance literature:

With potassium carbonate; In tetrahydrofuran; 0 deg C, 2 h, then 25 deg C, 6 h;

DOI:10.1021/jo00025a031

Reference yield: 64.0%

sodium ethanolate (141-52-6) + (1R,2R,4S)-N-<((S)-1-phenylethyl)carbamoyl>mecamylamine (107485-87-0) → (1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide (33290-12-9) + S-(+)-mecamylamine hydrochloride (107596-31-6)

Guidance literature:

In ethanol; for 0.75h; Heating;

DOI:10.1002/hlca.19860690620

Reference yield: 32.0%

1-Methyl-3-((S)-1-phenyl-ethyl)-1-((1S,2R,4R)-2,3,3-trimethyl-bicyclo[2.2.1]hept-2-yl)-urea → (1S)-N-1-Phenethyl-3-hydroxy-2,2-dimethylpropanamide (33290-12-9) + (-)-N,2,3,3-tetramethylbicyclo[2.1.1]heptan-2-amine hydrochloride (107596-31-6)

Guidance literature:

With sodium ethanolate; In ethanol; for 1h;

DOI:10.1002/hlca.19860690205

upstream raw materials:

(S)-1-phenyl-ethylamine

chloroformic acid ethyl ester

sodium ethanolate

(1R,2R,4S)-N-<((S)-1-phenylethyl)carbamoyl>mecamylamine

Downstream raw materials:

[Methyl-((S)-1-phenyl-ethyl)-amino]-acetic acid; hydrochloride

ethyl (S)-(-)-N-methyl-N-(1-phenylethyl)glycinate

(R_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate

(S_p,S_c)-2-(trimethylsilyl)ethyl 3-<<2-(trimethylsilyl)ethoxy>phosphinothioyl>-2-oxopropanoate

Refernces

• 1、 Huang, Xiaogen,Ortiz-Marciales, Margarita,Huang, Kun,Stepanenko, Viatcheslav,Merced, Francisco G.,Ayala, Angel M.,Correa, Wildeliz,De Jesus, Melvin. "Asymmetric synthesis of primary amines via the spiroborate-catalyzed borane reduction of oxime ethers". . p. 1793 - 1795. Retrieved 2008/02/02.
• 2、 McQueney, Michael S.,Lee, Sheng-lian,Swartz, William H.,Ammon, Herman L.,Mariano, Patrick S.,Dunaway-Mariano, Debra. "Evidence for an Intramolecular, Stepwise Reaction Pathway for PEP Phosphomutase Catalyzed P-C Bond Formation". . p. 7121 - 7130. Retrieved 2007/10/02.