D-ALLYLGLYCINE

Base Information

• Chemical Name: D-ALLYLGLYCINE
• CAS No.: 1069-48-3
• Molecular Formula: C₅H₉NO₂
• Molecular Weight: 115.132
• Mol file: 1069-48-3.mol

Synonyms:2-amino-4-pentenoic acid;H-D-ALGLY-OH;Allylglycine;D-C-ALLYLGLYCINE;2-azanylpent-4-enoic acid;4-Pentenoic acid, 2-amino-;DL-allylglycine;H-ALLYL-D-GLYCINE;D,L-2-amino-4-pentenoic acid;3-VINYL-D-ALANINE;RARECHEM BK PT 0252;

Chemical Property of D-ALLYLGLYCINE

Chemical Property:

• Vapor Pressure: 0.0226mmHg at 25°C
• PSA: 63.32000
• LogP: 0.67470
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

Safty Information:

• Safety Statements: 22-24/25

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of D-ALLYLGLYCINE

There total 33 articles about D-ALLYLGLYCINE 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: 100.0%

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) + 2,2-dihydroxyacetic acid (563-96-2) → rac-allylglycine (1069-48-3,7685-44-1)

Guidance literature:

2,2-dihydroxyacetic acid; With ammonium hydroxide; In ethanol; at 20 ℃; for 0.5h;

2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane; In ethanol; at 20 ℃; for 3h;

DOI:10.1021/ja049689o

Reference yield: 96.0%

C21H15N3O3(2-)*Ni(2+) + allyl bromide (106-95-6) → rac-allylglycine (1069-48-3,7685-44-1)

Guidance literature:

With potassium hydroxide; C-2; In dichloromethane; at 20 ℃;

DOI:10.1007/BF00959641

Reference yield: 90.0%

2-amino-2-hydroxyacetic acid (4746-62-7) + 2-Allyl-4,4,5,5-tetramethyl-1,3,2-dioxaborolane (72824-04-5) → rac-allylglycine (1069-48-3,7685-44-1)

Guidance literature:

With triethylamine; In methanol; at 20 ℃; for 18h;

DOI:10.1139/v05-096

upstream raw materials:

allyl-amino-malonic acid diethyl ester

Ethyl 2-Acetamido-2-cyano-4-pentenoate

diethyl (allyl)(formamido)malonate

ethyl 2-acetamido-2-(ethoxycarbonyl)-4-pentenoate

Downstream raw materials:

rac-cis-α-amino-γ-valerolactone

(RS)-N-benzoyl-2-amino-4-pentenoic acid

2-(N'-phenyl-ureido)-pent-4-enoic acid

(R,S)-2-aminoadipic acid

Refernces

• 1、 O'Donnell, Martin J.,Wojciechowski, Krzysztof,Ghosez, Leon,Navarro, Mirtha,Sainte, Francy,Antoine, Jean-Pierre. "Alkylation of Protected α-Amino Acid Derivatives in the Presence of Potassium Carbonate". . p. 313 - 315. Retrieved 1984.
• 2、 Ghosez, Leon,Antoine, Jean-Pierre,Deffense, Etienne,Navarro, Mirtha,Libert, Valery,et al.. "SYNTHESIS OF AMINO ACIDS. ALKYLATION OF ALDIMINE AND KETIMINE DERIVATIVES OF GLYCINE ETHYL ESTER UNDER VARIOUS PHASE-TRANSFER CONDITIONS". . p. 4255 - 4258. Retrieved 1982.
• 3、 McCormick, Jeffrey,Grunfeld, Alexander M.,Ertas, Yavuz N.,Biswas, Akash N.,Marsh, Kristofer L.,Wagner, Shawn,Gl?ggler, Stefan,Bouchard, Louis-S.. "Aqueous Ligand-Stabilized Palladium Nanoparticle Catalysts for Parahydrogen-Induced 13C Hyperpolarization". . p. 7190 - 7194. Retrieved 2017.
• 4、 Them, Kolja,Ellermann, Frowin,Pravdivtsev, Andrey N.,Salnikov, Oleg G.,Skovpin, Ivan V.,Koptyug, Igor V.,Herges, Rainer,H?vener, Jan-Bernd. "Parahydrogen-Induced Polarization Relayed via Proton Exchange". supporting information. p. 13694 - 13700. Retrieved 2021/09/07.