2-(Benzylamino)-3-hydroxypropanoic acid

Base Information

• Chemical Name: 2-(Benzylamino)-3-hydroxypropanoic acid
• CAS No.: 106910-76-3
• Molecular Formula: C10H13NO3
• Molecular Weight: 195.218
• Hs Code.: 2922509090
• DSSTox Substance ID: DTXSID70412510
• Mol file: 106910-76-3.mol

Synonyms:2-(benzylamino)-3-hydroxypropanoic acid;106910-76-3;2-Benzylamino-3-hydroxypropionic Acid;MFCD00020417;MFCD00462700;N-benzylserine;(S)-N-Benzyl-serine;MFCD12198844;SCHEMBL1190014;DTXSID70412510;AB8099;AKOS015924486;2-(benzylamino)-3-hydroxypropanoicacid;AB88363;AS-63298;SY005111;SY005129;SY005135;AM20020170;CS-0437387;FT-0663038;FT-0769585;FT-0772521;EN300-333217;A895728

Chemical Property of 2-(Benzylamino)-3-hydroxypropanoic acid

Chemical Property:

• Vapor Pressure: 2.63E-07mmHg at 25°C
• Refractive Index: 1.574
• Boiling Point: 405.6 °C at 760 mmHg
• Flash Point: 199.1 °C
• PSA: 69.56000
• Density: 1.246 g/cm³
• LogP: 0.61260
• Storage Temp.: 2-8°C
• XLogP3: -1
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 195.08954328
• Heavy Atom Count: 14
• Complexity: 178

Purity/Quality:

98%min ^*data from raw suppliers

2-(BENZYLAMINO)-3-HYDROXYPROPANOIC ACID 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CNC(CO)C(=O)O

Technology Process of 2-(Benzylamino)-3-hydroxypropanoic acid

There total 24 articles about 2-(Benzylamino)-3-hydroxypropanoic 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: 90.0%

(RS)-N-benzylserine (106910-76-3) → (S)-2-(benzylamino)-3-hydroxypropanoic acid (106910-76-3,106910-77-4,17136-45-7)

Guidance literature:

With C₂₄H₂₉CoN₂O₄; In dichloromethane; water; at 10 ℃; for 24h; optical yield given as %ee; Resolution of racemate;

DOI:10.1002/ejoc.200701101

Reference yield: 88.0%

serin (302-84-1,83245-15-2) + benzaldehyde (100-52-7) → (RS)-N-benzylserine (106910-76-3)

Guidance literature:

serin; benzaldehyde; With sodium hydroxide; In water; at 20 ℃; for 1h;

With sodium tetrahydroborate; In water; at 5 - 20 ℃; for 1.5h;

Reference yield: 74.8%

L-serin (56-45-1,83245-15-2) + benzyl chloride (100-44-7) → (S)-2-(benzylamino)-3-hydroxypropanoic acid (106910-76-3,106910-77-4,17136-45-7)

Guidance literature:

With potassium carbonate; In water; at 20 ℃; for 25h;

DOI:10.1080/00397910008087240

upstream raw materials:

L-serin

benzaldehyde

N-benzyl-L-serine methyl ester hydrochloride

benzyl chloride

Downstream raw materials:

N-Benzyl-N-<(benzyloxy)carbonyl>-L-serine

(S)-2-(benzylamino)-3-hydroxypropanoic acid

(R)-(4-benzylmorpholin-3-yl)methanol hydrochloride

4-benzyl-3-(iodomethyl)mopholine

Refernces

• 1、 Kumar, Navnita,Khullar, Sadhika,Mandal, Sanjay K.. "Controlling the self-assembly of homochiral coordination architectures of CuII by substitution in amino acid based ligands: Synthesis, crystal structures and physicochemical properties". . p. 5672 - 5687. Retrieved 2015.
• 2、 Borsari, Chiara,Rageot, Denise,Dall'Asen, Alix,Bohnacker, Thomas,Melone, Anna,Sele, Alexander M.,Jackson, Eileen,Langlois, Jean-Baptiste,Beaufils, Florent,Hebeisen, Paul,Fabbro, Doriano,Hillmann, Petra,Wymann, Matthias P.. "A Conformational Restriction Strategy for the Identification of a Highly Selective Pyrimido-pyrrolo-oxazine mTOR Inhibitor". . p. 8609 - 8630. Retrieved 2019/10/16.