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ChemicalBook--->CAS DataBase List--->51814-54-1

51814-54-1

51814-54-1 Structure

51814-54-1 Structure
IdentificationBack Directory
[Name]

BOC-ALA-OBZL
[CAS]

51814-54-1
[Synonyms]

BOC-ALA-OBZL
Boc-L-Ala-OBzl
BOC-ALA-OBZL USP/EP/BP
BOC-L-ALANINE BENZYL ESTER
N-Boc-L-alanine benzyl ester, 98%
tert-Butoxycarbonyl-L-alanine benzyl ester
benzyl N-(tert-butoxycarbonyl)-L-alaninate
N-α-(t-Butoxycarbonyl)-L-alanine benzyl ester
N-ALPHA-T-BUTOXYCARBONYL-L-ALANINE BENZYL ESTER
(S)-benzyl 2-(tert-butoxycarbonylamino)propanoate
benzyl(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoate
L-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester
[EINECS(EC#)]

1533716-785-6
[Molecular Formula]

C15H21NO4
[MDL Number]

MFCD00190775
[MOL File]

51814-54-1.mol
[Molecular Weight]

279.33
Chemical PropertiesBack Directory
[Melting point ]

25.5-26℃ (ligroine )
[Boiling point ]

392.7±25.0 °C(Predicted)
[density ]

1.099±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

<25.5°C Solid,>26°C Liquid
[pka]

11.19±0.46(Predicted)
[color ]

Colorless to off-white
Safety DataBack Directory
[Symbol(GHS) ]


GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H401
[Precautionary statements ]

P501-P273-P270-P264-P280-P302+P352-P337+P313-P305+P351+P338-P362+P364-P332+P313-P301+P312+P330
Hazard InformationBack Directory
[Uses]

Boc-L-Alanine benzyl ester is an alanine derivative[1].
[Synthesis]

N-(tert-Butoxycarbonyl)-L-alanine

15761-38-3

Benzyl alcohol

100-51-6

Alanine, N-[(1,1-dimethylethoxy)carbonyl]-, phenylmethyl ester

126400-95-1

GENERAL STEPS: In an oven-dried round-bottomed flask, N-tert-butoxycarbonyl-L-alanine (2 mmol) was dissolved (partially) in dichloromethane (DCM). To this DCM solution was added benzyl alcohol (1.8 mmol). Subsequently, N,N'-dicyclohexylcarbodiimide (DCC, 3.0 mmol) and 4-dimethylaminopyridine (DMAP, 1 mmol) were added to the flask and the reaction mixture was continuously stirred at room temperature. The reaction process was monitored by thin layer chromatography (TLC). Upon completion of the reaction, the reaction mixture was filtered to remove the by-product dicyclohexylurea (DCU). The DCM extract was washed with 5% sodium bicarbonate solution (2 × 20 mL) and saturated saline (2 × 5 mL). Next, the DCM layer was washed with 10% citric acid solution (2 × 20 mL) and saturated saline (2 × 5 mL). The DCM layer was separated and dried with anhydrous calcium chloride and subsequently concentrated using a rotary evaporator. Finally, the target product (CAS: 126400-95-1) was purified by column chromatography.

[References]

[1] Luckose F, et al. Effects of amino acid derivatives on physical, mental, and physiological activities. Crit Rev Food Sci Nutr. 2015;55(13):1793-1144. DOI:10.1080/10408398.2012.708368
Spectrum DetailBack Directory
[Spectrum Detail]

BOC-ALA-OBZL(51814-54-1)1HNMR
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