DL-Serine methyl ester hydrochloride

Base Information

• Chemical Name: DL-Serine methyl ester hydrochloride
• CAS No.: 5619-04-5
• Molecular Formula: C4H9 N O3 . Cl H
• Molecular Weight: 155.581
• Hs Code.: 29225000
• European Community (EC) Number: 227-047-1
• NSC Number: 84252
• DSSTox Substance ID: DTXSID30971577
• Mol file: 5619-04-5.mol

Synonyms:DL-Serine methyl ester hydrochloride;5619-04-5;H-DL-Ser-OMe.HCl;methyl 2-amino-3-hydroxypropanoate hydrochloride;methyl-dl-serine hydrochloride;5819-04-5;L-Serine, hydrochloride;Methyl DL-serinate HCl;DL-Serine methyl ester HCl;MFCD00012593;D,L-Serine Methyl Ester Hydrochloride;L-Serine methyl ester, HCl;methyl 2-amino-3-hydroxypropanoate;hydrochloride;methyl d-serinate hydrochloride;MFCD00063680;MFCD00066121;DL-serine methylester HCl;methyl (2R)-2-amino-3-hydroxypropanoate hydrochloride;MethylDL-serinehydrochloride;SCHEMBL159221;H-D-Ser-OMe.HCl;(R)-Methyl 2-amino-3-hydroxypropanoate hydrochloride;Methyl DL-serinate hydrochloride;DL-serine methyl ester HCl salt;dl-serinemethylester hydrochloride;DTXSID30971577;BCP15170;NSC84252;DL serine methyl ester hydrochloride;EINECS 227-047-1;NSC-84252;AKOS009031553;(RS) serine methyl ester hydrochloride;CS-W014338;GS-3010;HY-W013622;PB43113;SB40719;AC-24068;BP-12553;SY005340;SY005975;SY008009;Methyl serinate--hydrogen chloride (1/1);DL-Serine methyl ester hydrochloride, 98%;AM20100384;FT-0625615;FT-0628014;S0576;EN300-20652;EC 227-047-1;methyl 2-amino-3-hydroxypropionate hydrochloride;3-hydroxy-1-methoxy-1-oxopropan-2-aminium chloride;methyl 2-amino-3-hydroxypropanoate hydrochloride salt;F0001-1475;Z104479480;2-Amino-3-hydroxy-propionic acid methyl ester

Chemical Property of DL-Serine methyl ester hydrochloride

Chemical Property:

• Appearance/Colour: white crystalline powder
• Vapor Pressure: 0.00953mmHg at 25°C
• Melting Point: 134-136 ºC
• Boiling Point: 234.7°Cat760mmHg
• Flash Point: 95.8°C
• PSA: 69.56000
• Density: g/cm³
• LogP: -0.15580
• Storage Temp.: −20°C
• Sensitive.: Moisture Sensitive
• Solubility.: Methanol, Water
• Hydrogen Bond Donor Count: 3
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 155.0349209
• Heavy Atom Count: 9
• Complexity: 83.4

Purity/Quality:

99% ^*data from raw suppliers

DL-Serine methyl ester hydrochloride 99+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)C(CO)N.Cl
• Uses: D,L-Serine Methyl Ester Hydrochloride is used as a reactant in the preparation of chicoric acid analogs as HIV-1 integrase inhibitors. Also used in the total synthesis of (-)-Hennoxazole A.

Technology Process of DL-Serine methyl ester hydrochloride

There total 3 articles about DL-Serine methyl 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: 98.0%

methanol (67-56-1) + serin (302-84-1,83245-15-2) → methyl 2-amino-3-hydroxypropanoate hydrochloride (5619-04-5)

Guidance literature:

With acetyl chloride; for 2h; Reflux;

DOI:10.1021/jacs.0c05069

Reference yield: 96.0%

methanol (67-56-1) + 2-Azido-3-benzyloxy-propionic acid-benzyl ester (119254-72-7) → methyl 2-amino-3-hydroxypropanoate hydrochloride (5619-04-5)

Guidance literature:

With hydrogenchloride; hydrogen; palladium on activated charcoal; at 25 ℃; for 25h; under 15001.2 Torr;

DOI:10.1016/S0040-4020(01)86062-2

Reference yield: 89.7%

methanol (67-56-1) + DL-serine hydrochloride (51221-50-2) → methyl 2-amino-3-hydroxypropanoate hydrochloride (5619-04-5)

Guidance literature:

With thionyl chloride; at 80 ℃; for 6h;

upstream raw materials:

methanol

serin

2-Azido-3-benzyloxy-propionic acid-benzyl ester

DL-serine hydrochloride

Downstream raw materials:

2-acetylamino-3-methoxy-3-oxo-propyl acetate

N-(N-benzoyl-glycyl)-serine methyl ester

methyl 2-(benzyloxycarbonylamino)-3-hydroxypropanoate

methyl N-(phenylsulfonyl)-DL-serinate

Refernces

• 1、 Booker-Milburn, Kevin,Elliott, Luke D.,George, Michael W.,Kayal, Surajit. "Rational design of triplet sensitizers for the transfer of excited state photochemistry from UV to visible". supporting information. p. 14947 - 14956. Retrieved 2020/10/13.
• 2、 Vila?a, Helena,Hortel?o, Ana C. L.,Castanheira, Elisabete M. S.,Queiroz, Maria-Jo?o R. P.,Hilliou, Loic,Hamley, Ian W.,Martins, José A.,Ferreira, Paula M. T.. "Dehydrodipeptide Hydrogelators Containing Naproxen N-Capped Tryptophan: Self-Assembly, Hydrogel Characterization, and Evaluation as Potential Drug Nanocarriers". . p. 3562 - 3573. Retrieved 2015/11/17.