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3392-05-0 molecular structure
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2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}propanoate

ChemBase ID: 152365
Molecular Formular: C12H18N2O6
Molecular Mass: 286.28112
Monoisotopic Mass: 286.11648631
SMILES and InChIs

SMILES:
C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
Canonical SMILES:
C[C@@H](C(=O)ON1C(=O)CCC1=O)NC(=O)OC(C)(C)C
InChI:
InChI=1S/C12H18N2O6/c1-7(13-11(18)19-12(2,3)4)10(17)20-14-8(15)5-6-9(14)16/h7H,5-6H2,1-4H3,(H,13,18)/t7-/m0/s1
InChIKey:
COMUWNFVTWKSDT-ZETCQYMHSA-N

Cite this record

CBID:152365 http://www.chembase.cn/molecule-152365.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
2,5-dioxopyrrolidin-1-yl (2S)-2-{[(tert-butoxy)carbonyl]amino}propanoate
IUPAC Traditional name
2,5-dioxopyrrolidin-1-yl (2S)-2-[(tert-butoxycarbonyl)amino]propanoate
Synonyms
Boc-L-alanine N-succinimidyl ester
Boc-L-alanine hydroxysuccinimide ester
Boc-Ala-OSu
Succinimido (S)-2-[(tert-butoxycarbonyl)amino]propionate
Boc-L-丙氨酸-N-丁二酰亚胺酯
Boc-L-丙氨酸丁二酰亚胺酯
CAS Number
3392-05-0
EC Number
222-229-7
MDL Number
MFCD00065974
Beilstein Number
3560476
PubChem SID
162246510
24849382
PubChem CID
11011585

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 11011585 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 13.084517  H Acceptors
H Donor LogD (pH = 5.5) 0.28297144 
LogD (pH = 7.4) 0.28297067  Log P 0.28297147 
Molar Refractivity 65.9241 cm3 Polarizability 26.277895 Å3
Polar Surface Area 102.01 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
161-163 °C expand Show data source
Optical Rotation
[α]20/D -52±1°, c = 2.5% in dioxane expand Show data source
MSDS Link
Download expand Show data source
German water hazard class
3 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter expand Show data source
Storage Temperature
-20°C expand Show data source
Purity
95+% expand Show data source
Empirical Formula (Hill Notation)
C12H18N2O6 expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 15385 external link
Packaging
5 g in glass bottle
Application
Reactant involved in synthesis of:
• Muramyldipeptide analogs via solid-phase synthesis1
• Microcin C analogs for use as antibacterials2
• Lipid I and nucleoside diphosphate peptide derivatives via N-methylimidazolium chloride catalyzed coupling3
• N-Protected dipeptide acids4
• Free and peptide-bound glycated amino acids for studies of interactions with human Caco-2 interstinal epithelial cell apical membrane transport proteins5
• 7-Substituted camptothecin conjugates with RGD-peptides as avβ3 integrin ligands6

REFERENCES

REFERENCES

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PATENTS

PATENTS

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INTERNET

INTERNET

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