L-Threonine Benzyl Ester Hydrochloride

CAS NO.：33645-24-8
Empirical Formula: C11H16ClNO3
Molecular Weight: 245.70264
MDL number: MFCD00038977
SAFETY DATA SHEET (SDS)
Update Date: 2025-07-16 09:56:26

What is L-Threonine Benzyl Ester Hydrochloride?

The Uses of L-Threonine Benzyl Ester Hydrochloride

L-threonine benzyl ester hydrochloride salt was reacted with the diaryl ketimine bis-(4-methoxyphenyl)-methenamine in CH3CN at rt to form the more nucleophilic L-threonine Schiff base (Benzyl N-bis (4-methoxyphenyl)methylene-L-threoninate) in excellent yield. In addition, L-threonine Schiff base, acting as glycosyl acceptor, reacted at rt with simple sugar peracetate donor with BF3·OEt2 promotion to provide the corresponding L-threonine O-linked glycosides in excellent yields and purities[1].
L-THREONINE BENZYL ESTER HYDROCHLORIDE

References

[1] Charles M, et al. Serine and Threonine Schiff Base Esters React with β-Anomeric Peracetates in the Presence of BF3·Et2O to Produce β-Glycosides. Journal of Carbohydrate Chemistry, 2010; 29.

Preparation

The benzyl ester hydrochloride salt, L-Threonine Benzyl Ester Hydrochloride, was prepared from L-threonine and PhCH2OH in the presence of p-toluenesulfonic acid[1]. Specifically, L-Threonine (4.0 g, 34 mmol) and pTsOH acid monohydrate (7.10 g, 38 mmol) were reacted with benzyl alcohol (40 mL) in 50 mL dry benzene using a Dean-Stark apparatus according to the procedure of Petursson and Bald-win. Yield:71.3%

Properties of L-Threonine Benzyl Ester Hydrochloride

Melting point:	128.0 to 132.0 °C
storage temp.	under inert gas (nitrogen or Argon) at 2-8°C
form	powder to crystal
color	White to Almost white
InChI	InChI=1/C11H15NO3.ClH/c1-8(13)10(12)11(14)15-7-9-5-3-2-4-6-9;/h2-6,8,10,13H,7,12H2,1H3;1H/t8-,10+;/s3
CAS DataBase Reference	33645-24-8

Safety information for L-Threonine Benzyl Ester Hydrochloride

Signal word	Warning
Pictogram(s)	Exclamation Mark Irritant GHS07
GHS Hazard Statements	H302:Acute toxicity,oral H315:Skin corrosion/irritation H319:Serious eye damage/eye irritation H332:Acute toxicity,inhalation H335:Specific target organ toxicity, single exposure;Respiratory tract irritation
Precautionary Statement Codes	P261:Avoid breathing dust/fume/gas/mist/vapours/spray. P280:Wear protective gloves/protective clothing/eye protection/face protection. P305+P351+P338:IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

Computed Descriptors for L-Threonine Benzyl Ester Hydrochloride

InChIKey	IDZGTFSDZJVMSD-YFYURQRANA-N
SMILES	C(OCC1=CC=CC=C1)(=O)[C@H]([C@H](O)C)N.[H]Cl \|&1:10,11,r\|

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