2-AMINO-3-HYDROXY-PROPIONIC ACID METHYL ESTER

Base Information

• Chemical Name: 2-AMINO-3-HYDROXY-PROPIONIC ACID METHYL ESTER
• CAS No.: 2104-89-4
• Molecular Formula: C₄H₉NO₃
• Molecular Weight: 119.12
• Mol file: 2104-89-4.mol

Synonyms:2-AMINO-3-HYDROXY-PROPIONIC ACID METHYL ESTER;Methyl 2-aMino-3-hydroxypropanoate

Chemical Property of 2-AMINO-3-HYDROXY-PROPIONIC ACID METHYL ESTER

Chemical Property:

• Boiling Point: 234.7 °C at 760 mmHg
• PKA: 11.95±0.10(Predicted)
• Flash Point: 95.8 °C
• PSA: 72.55000
• Density: 1.195g/cm³
• LogP: -0.82070
• Storage Temp.: Keep in dark place,Sealed in dry,Store in freezer, under -20°C

Purity/Quality:

99%, ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-AMINO-3-HYDROXY-PROPIONIC ACID METHYL ESTER

There total 14 articles about 2-AMINO-3-HYDROXY-PROPIONIC ACID METHYL ESTER 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%

methanol (67-56-1) + D-Serine (312-84-5,83245-15-2) → D-serine methyl ester (2104-89-4,2788-84-3,24184-43-8)

Guidance literature:

With hydrogenchloride; for 18h; Heating;

DOI:10.1016/S0040-4039(00)74203-1

Reference yield: 96.0%

methanol (67-56-1) + serin (302-84-1,83245-15-2) → Ser-OMe (2104-89-4,2788-84-3,24184-43-8)

Guidance literature:

With thionyl chloride; at 0 - 20 ℃;

DOI:10.1016/j.bmcl.2006.12.050

Reference yield: 90.0%

R-(-)-serine methyl ester hydrochloride (5874-57-7) → D-serine methyl ester (2104-89-4,2788-84-3,24184-43-8)

Guidance literature:

With triethylamine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2008.08.055

upstream raw materials:

methanol

serin

L-serin

N-tert-butoxycarbonylserine methyl ester

Downstream raw materials:

methyl 1-tritylaziridine-2-carboxylate

benzyloxycarbonyl-Gly-Ser-OMe

3-chloro-DL-alanine methyl ester

serine amide

Refernces

• 1、 Suzuki, Junya,Miyano, Natsumi,Yashiro, Shunpei,Umezawa, Taiki,Matsuda, Fuyuhiko. "Total synthesis of (-)-kainic acid and (+)-: Allo -kainic acid through SmI2-mediated intramolecular coupling between allyl chloride and an α,β-unsaturated ester". . p. 6557 - 6566. Retrieved 2017.
• 2、 Dong, Mengxian,Wang, Jie,Wu, Shijie,Zhao, Yang,Ma, Yangyang,Xing, Yongfei,Cao, Fei,Li, Longfei,Li, Zhenqiu,Zhu, Huajie. "Catalytic Mechanism Study on the 1,2- and 1,4-Transfer Hydrogenation of Ketimines and β-Enamino Esters Catalyzed by Axially Chiral Biscarboline-Based Alcohols". supporting information. p. 4602 - 4610. Retrieved 2019/08/30.
• 3、 Takahashi, Kazunori,Ito, Takumi,Yamada, Wataru,Tsubuki, Masayoshi,Honda, Toshio. "A formal synthesis of (–)-kainic acid by means of SMI2-mediated radical cyclization". . p. 882 - 894. Retrieved 2018/06/04.