Basic information
- CAS
15761-38-3- Standard SMILES
C[C@H](NC(=O)OC(C)(C)C)C(=O)O- InChIKey
QVHJQCGUWFKTSE-YFKPBYRVSA-N- Molecular formula
- C8H15NO4
- Average molar mass
- 189.21 g/mol
- Monoisotopic mass
- 189.10010796
Overview
N-Boc-L-alanine is an alanine derivative.
Names & identifiers
- Preferred name
- Tert-butoxycarbonylalanine
- IUPAC
- (2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]propanoic acid
- English name
- N-(tert-Butoxycarbonyl)-L-alanine
- Molecular formula
- C8H15NO4
- Molecular weight
- 189.21
Names & synonyms
BOC-ALAtert-butoxycarbonylalaninet-BA amino acidRefChem:408453tert-butoxycarbonyl-alanine15761-38-3Boc-Ala-OHBoc-l-alanineN-(tert-Butoxycarbonyl)-L-alanineBoc-L-Ala-OHN-Boc-L-alanine(tert-Butoxycarbonyl)-l-alanine
Show more names
L-Boc-alanineBOC-L-ALAN-(T-BUTOXYCARBONYL)-L-ALANINEN-ALPHA-T-BOC-L-ALANINE
MFCD00037225alanine, N-[(1,1-dimethylethoxy)carbonyl]-(tert-Butoxycarbonyl)alanineN-t-Boc-L-alanine(S)-2-((tert-Butoxycarbonyl)amino)propanoic acidBOC-ALANINE(2S)-2-{[(tert-butoxy)carbonyl]amino}propanoic acidN-tert-Boc-L-alanine
Database identifiers
- CAS
15761-38-3- PubChem CID
- 85082
- DTXSID
DTXSID40884846- ChEMBL
CHEMBL5440826- ChEBI
CHEBI:231584- UNII
- VBSZA1BT4G
- EC Number
- 239-847-8
Properties
Computed structural properties
- XLogP
- 0.9
- Topological polar surface area
- 75.6 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 4
- Rotatable bonds
- 4
- Heavy atoms
- 13
- Formal charge
- 0
- Complexity
- 207
Physicochemical properties
- Melting point
- 79 · 79-83 °C(lit.)
- alpha
- -26 · -26 º (c=2, acetic acid)
- Boiling point
- 324.46 °C · 324.46°C (rough estimate)
- Density
- 1.2321 · 1.2321 (rough estimate)
- refractive index
- -25.5 ° · -25.5 ° (C=2, AcOH)
- storage temp.
- 2 · Sealed in dry,2-8°C
- solubility
- DMSO, Methanol
- form
- Granular Powder
- pka
- 4.02 · 4.02±0.10(Predicted)
- color
- White
- optical activity
- 20 · [α]20/D 25±1°, c = 2% in acetic acid
- BRN
- 1726365 · 1726365
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C8H15NO4/c1-5(6(10)11)9-7(12)13-8(2,3)4/h5H,1-4H3,(H,9,12)(H,10,11)/t5-/m0/s1
- InChIKey
- QVHJQCGUWFKTSE-YFKPBYRVSA-N
- SMILES
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 66.7% (6 of 9) of all reports.
Warning
H315 (33.3%): Causes skin irritation [Warning Skin corrosion/irritation]
P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 9 reports by companies from 5 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 09-07-2020 https://echa.europa.eu/registration-dossier/-/registered-dossier/31311
Hazard Classes and CategoriesSkin Irrit. 2 (33.3%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2924 19 00
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,Xn
- safety_code
- 24/25-36-26
- hazard_class
- IRRITANT
- Storage Class
- 11 - Combustible Solids
- Hazard statements
- H302-H315-H319-H335
Chemistry & industry
Uses & manufacturing
General Manufacturing InformationL-Alanine, N-[(1,1-dimethylethoxy)carbonyl]-: ACTIVE
Applications
UsesBoc-Ala-OH can be used: In the preparation of N-propargylalanine, a key precursor to generate N-(3-aryl)propylated alanine residues.In the resolution of racemic mixture of 3,3′-bis(benzyloxy)-1,1′-binaphthalene-2,2′-diol.In the one-pot synthesis of hybrid tripeptidomimetics containing both amide and imide functionalities.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
421 records
Compound notes
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