5-phenylpentylglutamic acid

Base Information

• Chemical Name: 5-phenylpentylglutamic acid
• CAS No.: 129414-04-6
• Molecular Formula: C₁₆H₂₃NO₄
• Molecular Weight: 293.363
• Mol file: 129414-04-6.mol

Synonyms:L-Glutamicacid, 4-(5-phenylpentyl)-, threo-

Chemical Property of 5-phenylpentylglutamic acid

Chemical Property:

• Vapor Pressure: 4.64E-11mmHg at 25°C
• Boiling Point: 506°Cat760mmHg
• Flash Point: 259.8°C
• PSA: 100.62000
• Density: 1.182g/cm³
• LogP: 2.99260

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-phenylpentylglutamic acid

There total 10 articles about 5-phenylpentylglutamic 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:

5-phenyl-1-pentanal (36884-28-3) → (2S,4S)-2-Amino-4-(5-phenyl-pentyl)-pentanedioic acid (129414-04-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) lithium hexamethyldisilazide, 2.) BF₃*Et₂O / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

2: MsCl, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

3: H₂ / PtO₂ / ethyl acetate / 4 h / 760 Torr / Ambient temperature

4: 6 N HCl / Heating

With hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; platinum(IV) oxide; In dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(98)00091-2

Reference yield:

(S)-ethyl N-tert-butoxycarbonylpyroglutamate (144978-35-8,144978-12-1,251924-83-1) → (2S,4S)-2-Amino-4-(5-phenyl-pentyl)-pentanedioic acid (129414-04-6)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) lithium hexamethyldisilazide, 2.) BF₃*Et₂O / 1.) THF, -78 deg C, 1 h, 2.) THF, -78 deg C, 1 h

2: MsCl, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

3: H₂ / PtO₂ / ethyl acetate / 4 h / 760 Torr / Ambient temperature

4: 6 N HCl / Heating

With hydrogenchloride; boron trifluoride diethyl etherate; hydrogen; methanesulfonyl chloride; triethylamine; lithium hexamethyldisilazane; platinum(IV) oxide; In dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(98)00091-2

Reference yield:

(S)-4-(1-Hydroxy-5-phenyl-pentyl)-5-oxo-pyrrolidine-1,2-dicarboxylic acid 1-tert-butyl ester 2-ethyl ester → (2S,4S)-2-Amino-4-(5-phenyl-pentyl)-pentanedioic acid (129414-04-6)

Guidance literature:

Multi-step reaction with 3 steps

1: MsCl, Et₃N / CH₂Cl₂ / 48 h / Ambient temperature

2: H₂ / PtO₂ / ethyl acetate / 4 h / 760 Torr / Ambient temperature

3: 6 N HCl / Heating

With hydrogenchloride; hydrogen; methanesulfonyl chloride; triethylamine; platinum(IV) oxide; In dichloromethane; ethyl acetate;

DOI:10.1016/S0960-894X(98)00091-2

upstream raw materials:

(2S,4S)-2-tert-Butoxycarbonylamino-4-(5-phenyl-pentyl)-pentanedioic acid

5-phenyl-1-pentanal

(S)-ethyl N-tert-butoxycarbonylpyroglutamate

(S)-2-((S)-2-tert-Butoxycarbonylamino-3-hydroxy-propyl)-7-phenyl-heptanoic acid

Refernces

• 1、 Hon, Yung-Son,Chang, Yen-Chung,Gong, Ming-Li. "SYNTHESES OF (2S,4S)- AND (2S,4R)-4-SUBSTITUTED GLUTAMIC ACID ANALOGUES FOR NEUROEXCITATORY ACTIVITY STUDIES". . p. 191 - 195. Retrieved 2007/10/02.