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2304-96-3 molecular structure
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(2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid

ChemBase ID: 59659
Molecular Formular: C12H14N2O5
Molecular Mass: 266.24996
Monoisotopic Mass: 266.09027156
SMILES and InChIs

SMILES:
C(=O)(N[C@@H](CC(=O)N)C(=O)O)OCc1ccccc1
Canonical SMILES:
O=C(N[C@H](C(=O)O)CC(=O)N)OCc1ccccc1
InChI:
InChI=1S/C12H14N2O5/c13-10(15)6-9(11(16)17)14-12(18)19-7-8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H2,13,15)(H,14,18)(H,16,17)/t9-/m0/s1
InChIKey:
FUCKRCGERFLLHP-VIFPVBQESA-N

Cite this record

CBID:59659 http://www.chembase.cn/molecule-59659.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
IUPAC Traditional name
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
Synonyms
N-Cbz-L-Asparagine
(S)-4-amino-2-(((benzyloxy)carbonyl)amino)-4-oxobutanoic acid
CARBOBENZOXY-L-ASPARAGINE
Z-L-Asparagine
Z-Asn-OH
N(alpha)-Cbz-L-asparagine
Z-Asn-OH
N(alpha)-Benzyloxycarbonyl-L-asparagine
N~2~-[(benzyloxy)carbonyl]-L-asparagine
(S)-N-(benzyloxycarbonyl)asparagine
(2S)-2-{[(benzyloxy)carbonyl]amino}-3-carbamoylpropanoic acid
N-苄氧羰基-L-天冬酰胺
N(α)-苄氧羰基-L-天冬氨酸
CAS Number
2304-96-3
EC Number
218-969-5
MDL Number
MFCD00008035
Beilstein Number
3085452
PubChem SID
24892863
162064422
PubChem CID
75314

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa 3.6122403  H Acceptors
H Donor LogD (pH = 5.5) -1.7484039 
LogD (pH = 7.4) -3.2035842  Log P 0.13514502 
Molar Refractivity 64.0349 cm3 Polarizability 25.12501 Å3
Polar Surface Area 118.72 Å2 Rotatable Bonds
Lipinski's Rule of Five true 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Melting Point
162-166°C expand Show data source
163-165 °C(lit.) expand Show data source
164-166 °C expand Show data source
Optical Rotation
[α]20/D +6.3±0.5°, c = 2% in acetic acid expand Show data source
[α]20/D +6°, c = 1.6 in acetic acid expand Show data source
+6 (c=2 in acetic acid) expand Show data source
Hydrophobicity(logP)
0.145 expand Show data source
Storage Warning
IRRITANT expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
3 expand Show data source
TSCA Listed
false expand Show data source
expand Show data source
Purity
≥99.0% (T) expand Show data source
95% expand Show data source
97% expand Show data source
98% expand Show data source
98+% expand Show data source
99% expand Show data source
Grade
purum expand Show data source
Certificate of Analysis
Download expand Show data source
Linear Formula
NH2COCH2CH(NHCOOCH2C6H5)COOH expand Show data source

DETAILS

DETAILS

MP Biomedicals MP Biomedicals Sigma Aldrich Sigma Aldrich
MP Biomedicals - 05210810 external link
MP Biomedicals Rare Chemical collection
Sigma Aldrich - C6404 external link
Packaging
10 g in glass bottle

REFERENCES

REFERENCES

From Suppliers Google Scholar IconGoogle Scholar PubMed iconPubMed Google Books IconGoogle Books
  • • N-protected asparagines undergo Hofmann rearrangement with Iodosobenzene diacetate, B24531, under mild conditions, to give ?-amino L-alanine derivatives in good yields: J. Org. Chem., 62, 6918 (1997):
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PATENTS

PATENTS

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INTERNET

INTERNET

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