2(S)--3-phenylpropanimino ethyl ether

Base Information

• Chemical Name: 2(S)--3-phenylpropanimino ethyl ether
• CAS No.: 132402-59-6
• Molecular Formula: C₁₆H₂₄N₂O₃
• Molecular Weight: 292.378
• Mol file: 132402-59-6.mol

Synonyms:2(S)--3-phenylpropanimino ethyl ether

Chemical Property of 2(S)--3-phenylpropanimino ethyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2(S)--3-phenylpropanimino ethyl ether

There total 4 articles about 2(S)--3-phenylpropanimino ethyl ether 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)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide (88463-18-7,35150-06-2) + triethyloxonium hexaflourophosphate (17950-40-2) → 2(S)--3-phenylpropanimino ethyl ether (132402-59-6)

Guidance literature:

In dichloromethane; Ambient temperature;

DOI:10.1016/S0040-4020(01)81482-4

Reference yield:

N-tert-butoxycarbonyl-L-phenylalanine (13734-34-4) → 2(S)--3-phenylpropanimino ethyl ether (132402-59-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) NH₃ / 1) CH₂Cl₂, , -20 deg C, 30 min; 2) CH₂Cl₂, -20 deg C, 15 min, -20 deg C --> rt, 1 h

2: 98 percent / CH₂Cl₂ / 18 h / Ambient temperature

With 4-methyl-morpholine; ammonia; isobutyl chloroformate; In dichloromethane;

DOI:10.1021/jo9613491

Reference yield:

L-phenylalanine (63-91-2,25191-15-5,658-69-5,67675-33-6) → 2(S)--3-phenylpropanimino ethyl ether (132402-59-6)

Guidance literature:

Multi-step reaction with 3 steps

1: NaOH / tetrahydrofuran; H₂O / 18 h / Ambient temperature

2: 1.) N-methylmorpholine, isobutyl chloroformate, 2.) NH₃ / 1) CH₂Cl₂, , -20 deg C, 30 min; 2) CH₂Cl₂, -20 deg C, 15 min, -20 deg C --> rt, 1 h

3: 98 percent / CH₂Cl₂ / 18 h / Ambient temperature

With 4-methyl-morpholine; sodium hydroxide; ammonia; isobutyl chloroformate; In tetrahydrofuran; dichloromethane; water;

DOI:10.1021/jo9613491

upstream raw materials:

(S)-2-[(tert-butoxycarbonyl)amino]-3-phenylpropionamide

triethyloxonium hexaflourophosphate

L-phenylalanine

di-tert-butyl dicarbonate

Downstream raw materials:

2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonyl-(R)-Δ2-thiazoline

2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-methoxycarbonylthiazole

2-<(S)-1-t-butyloxycarbonylamino-2-phenyl-ethyl>-4-carboxythiazole

lissoclinamide 5

Refernces

• 1、 North, Michael,Pattenden, Gerald. "Synthetic studies towards cyclic peptides. Concise synthesis of thiazoline and thiazole containing amino acids". . p. 8267 - 8290. Retrieved 2007/12/18.