L-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester
Basic information
- CAS
4587-33-1- Standard SMILES
CC(C)(C)OC(=O)N[C@@H](CC(N)=O)C(=O)Oc1ccc([N+](=O)[O-])cc1- InChIKey
IAPXDJMULQXGDD-NSHDSACASA-N- Molecular formula
- C15H19N3O7
- Average molar mass
- 353.33 g/mol
- Monoisotopic mass
- 353.12229995
Overview
Boc-Asn-OPhNO2 is a primary carboxamide, a carbamate ester, a C-nitro compound and a L-asparagine derivative. It is functionally related to a 4-nitrophenol.
Names & identifiers
- Preferred name
- L-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester
- IUPAC
- (4-nitrophenyl) (2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoate
- English name
- Boc-Asn-ONp
- Molecular formula
- C15H19N3O7
- Molecular weight
- 353.33
Names & synonyms
DTXSID30884092L-Asparagine, N2-((1,1-dimethylethoxy)carbonyl)-, 4-nitrophenyl esterL-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl esterN2-[(1,1-Dimethylethoxy)carbonyl]-L-asparagine 4-nitrophenyl esterN2-((1,1-Dimethylethoxy)carbonyl)-L-asparagine 4-nitrophenyl esterRefChem:795126DTXCID401023562Boc-Asn-ONp4587-33-1Boc-Asn-OPhNO2(S)-4-Nitrophenyl 4-amino-2-((tert-butoxycarbonyl)amino)-4-oxobutanoateMFCD00056109
Show more names
OC-ASP-OHBOC-L-ASP-OHBOC-ASPARTIC ACIDBOC-ASPARAGINE-ONPBoc-Asn-Onp, 98.5%BOC-L-ASPARTIC ACIDBOC-ASP-OH USP/EP/BPBOC-L-ASPARTIC ACID-OHBOC-asparagine-ONP USP/EP/BP
Boc-L-asparagine 4-nitrophenyl esterN|A-Boc-L-asparagine 4-nitrophenyl ester(4-nitrophenyl) (2S)-4-amino-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-oxobutanoateNalpha-Boc-L-asparagine 4-nitrophenyl esterCHEBI:3147SCHEMBL7417267AKOS015889942CS-W011853
Properties
Computed structural properties
- XLogP
- 1.1
- Topological polar surface area
- 154 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 7
- Rotatable bonds
- 8
- Heavy atoms
- 25
- Formal charge
- 0
- Complexity
- 516
Physicochemical properties
- Melting point
- 116 · 116-118 °C(lit.)
- Boiling point
- 609.3 · 609.3±55.0 °C(Predicted)
- Density
- 1.318 · 1.318±0.06 g/cm3(Predicted)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- slightly sol. in Methanol
- pka
- 10.57 · 10.57±0.46(Predicted)
- form
- Powder
- color
- White to off-white
- InChI
- InChI=1S/C15H19N3O7/c1-15(2,3)25-14(21)17-11(8-12(16)19)13(20)24-10-6-4-9(5-7-10)18(22)23/h4-7,11H,8H2,1-3H3,(H2,16,19)(H,17,21)/t11-/m0/s1
- InChIKey
- IAPXDJMULQXGDD-NSHDSACASA-N
- SMILES
- C(OC1=CC=C([N+]([O-])=O)C=C1)(=O)[C@H](CC(N)=O)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 4587 · 4587-33-1(CAS DataBase Reference)
- EPA Substance Registry System
- 2 · L-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester (4587-33-1)
- Symbol(GHS)
- 7 · GHS07
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
GHS classification
GHS Classification
This chemical does not meet GHS hazard criteria for 100% (2 of 2) of all reports.
Not Classified
Aggregated GHS information provided per 2 reports by companies from 2 notifications to the ECHA C&L Inventory.
Hazard information
Hazard Classes and CategoriesNot Classified
Safety data
- F
- 8
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 29242990
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 24/25
- Hazard statements
- H302
- Precautionary statements
- P264-P270-P301+P312-P330
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationL-Asparagine, N2-[(1,1-dimethylethoxy)carbonyl]-, 4-nitrophenyl ester: INACTIVE
Applications
UsesBoc-Asn-ONp, is an Asparagine derivative used in peptide chemistry.
Upstream & downstream products
Downstream products
Additional notes
DefinitionChEBI: Boc-Asn-OPhNO2 is a L-asparagine derivative, a primary carboxamide, a carbamate ester and a C-nitro compound. It is functionally related to a 4-nitrophenol.
Related reactions
2 records
Compound notes
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