(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid

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(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid Basic information
Product Name:(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid
Synonyms:(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid;L-Valine, N-[(1,1-dimethylethoxy)carbonyl]glycyl-;Boc-Gly-Val-OH 95%;(tert-butoxycarbonyl)glycyl-L-valine;Boc-Gly-L-Val-OH
CAS:28334-73-8
MF:C12H22N2O5
MW:274.31
EINECS:
Product Categories:
Mol File:28334-73-8.mol
(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid Structure
(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid Chemical Properties
Melting point 109-113°C
storage temp. 2-8°C
form powder or crystals
color white to beige
Major Applicationpeptide synthesis
InChI1S/C12H22N2O5/c1-7(2)9(10(16)17)14-8(15)6-13-11(18)19-12(3,4)5/h7,9H,6H2,1-5H3,(H,13,18)(H,14,15)(H,16,17)/t9-/m0/s1
InChIKeyYXXMEXYAHMBYIU-VIFPVBQESA-N
SMILESOC([C@H](C(C)C)NC(CNC(OC(C)(C)C)=O)=O)=O
Safety Information
WGK Germany 3
Storage Class11 - Combustible Solids
MSDS Information
(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid Usage And Synthesis
Usespeptide synthesis
reaction suitabilityreaction type: Boc solid-phase peptide synthesis
Synthesis
Glycyl-L-valine

1963-21-9

Di-tert-butyl dicarbonate

24424-99-5

(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid

28334-73-8

General procedure: under stirring conditions, (2S)-2-(2-aminoacetamido)-3-methylbutanoic acid (1 mmol) was slowly added to a solution of ethanol (1 mL) containing guanidine hydrochloride (15 mmol) and di-tert-butyl dicarbonate (2.5-3 mmol), and the reaction temperature was maintained at 35-40°C. The reaction mixture was stirred continuously until a clarified solution was formed. Subsequently, the ethanol was removed by evaporation under vacuum. The residue was washed sequentially with distilled water (2 mL) and hexane or petroleum ether (2 mL) to obtain nearly pure (S)-2-(2-((tert-butoxycarbonyl)amino)acetylamino)-3-methylbutyric acid. The crude product can be recrystallized if further improvement of product purity is required.

References[1] Tetrahedron Letters, 2011, vol. 52, # 12, p. 1260 - 1264
(S)-2-(2-((tert-Butoxycarbonyl)aMino)acetaMido)-3-Methylbutanoic acid Preparation Products And Raw materials
Raw materialsGlycyl-L-valine-->Di-tert-butyl dicarbonate-->Ethanol-->Guanidine hydrochloride
Preparation ProductsGlycyl-L-valine
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