D-Alanine ethyl ester hydrochloride

Base Information

• Chemical Name: D-Alanine ethyl ester hydrochloride
• CAS No.: 6331-09-5
• Molecular Formula: C5H11 N O2 . Cl H
• Molecular Weight: 153.609
• Hs Code.: 2922499990
• European Community (EC) Number: 857-893-2
• DSSTox Substance ID: DTXSID30437027
• Mol file: 6331-09-5.mol

Synonyms:D-Alanine ethyl ester hydrochloride;6331-09-5;H-D-Ala-Oet HCl;(R)-Ethyl 2-aminopropanoate hydrochloride;D-Alanine ethyl ester HCl;ethyl (2R)-2-aminopropanoate;hydrochloride;ethyl (2R)-2-aminopropanoate hydrochloride;H-D-Ala-Oet.HCl;(R)-Ethyl 2-amino-propionate HCl;MFCD00190725;H-Ala-OBlz. Tos;H-D-Ala-OEt. HCl;H-D-Ala-OEt hydrochloride;SCHEMBL842523;Ethyl D-alaninate hydrochloride;DTXSID30437027;(R)-Ethyl 2-aminopropionate HCl;JCXLZWMDXJFOOI-PGMHMLKASA-N;AKOS015932702;AM81486;CS-W018066;GS-3671;HY-W017350;(R)-Ethyl 2-amino-propionate hydrochloride;EN300-7391886;A923589;Q-101559;Q-101560;D-Alanine ethyl ester hydrochloride (H-D-Ala-OEt.HCl)

Chemical Property of D-Alanine ethyl ester hydrochloride

Chemical Property:

• Melting Point: 76-78 °C
• PSA: 52.32000
• LogP: 1.39900
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 153.0556563
• Heavy Atom Count: 9
• Complexity: 82.5

Purity/Quality:

99% ^*data from raw suppliers

D-Alanine ethyl ester hydrochloride ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C)N.Cl
• Isomeric SMILES: CCOC(=O)[C@@H](C)N.Cl
• Uses: D-Alanine ethyl ester hydrochloride is used as organic intermediate.

Technology Process of D-Alanine ethyl ester hydrochloride

There total 3 articles about D-Alanine ethyl ester hydrochloride 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%

ethanol (64-17-5) + D-Alanine (338-69-2,25191-17-7,18875-37-1) → D-alanine ethyl ester hydrochloride (6331-09-5)

Guidance literature:

With thionyl chloride;

DOI:10.1039/d0cc00798f

Reference yield:

(R)-2-Benzyloxyamino-propionic acid ethyl ester (111482-23-6) → D-alanine ethyl ester hydrochloride (6331-09-5)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; Multistep reaction; 1.) MeOH, 1 atm; 2.) ether;

DOI:10.1016/S0040-4039(00)95329-2

Reference yield:

(S)-Ethyl lactate (687-47-8) → D-alanine ethyl ester hydrochloride (6331-09-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) trifluoromethanesulphonic acid anhydride, lutidine / 1.) CH₂Cl₂, 0 deg C, 2.) 0 to room temp.

2: 1.) hydrogen, 2.) HCl / 1.) Pd/C / 1.) MeOH, 1 atm; 2.) ether

With hydrogenchloride; trifluoromethylsulfonic anhydride; lutidine; hydrogen; palladium on activated charcoal;

DOI:10.1016/S0040-4039(00)95329-2

upstream raw materials:

(R)-2-Benzyloxyamino-propionic acid ethyl ester

(S)-Ethyl lactate

ethanol

D-Alanine

Refernces

• 1、 Lee, Soo Jin,Kim, Eunjeong,Seo, Moo Lyong,Do, Youngkyu,Lee, Young-A.,Lee, Shim Sung,Jung, Jong Hwa,Kogiso, Masaki,Shimizu, Toshimi. "Self-assembled helical ribbon and tubes of alanine-based amphiphiles induced by two different formation mechanisms". . p. 1301 - 1308. Retrieved 2008/09/17.