N-(tert-butyloxycarbonyl)-L-threonine
Basic information
- CAS
2592-18-9- Standard SMILES
CC(O)C(NC(=O)OC(C)(C)C)C(=O)O- InChIKey
LLHOYOCAAURYRL-UHFFFAOYSA-N- Molecular formula
- C9H17NO5
- Average molar mass
- 219.23 g/mol
Names & identifiers
- Preferred name
- N-(tert-butyloxycarbonyl)-L-threonine
- IUPAC
- 3-hydroxy-2-[(2-methylpropan-2-yl)oxycarbonylamino]butanoic acid
- English name
- Boc-L-Threonine
- Molecular formula
- C9H17NO5
- Molecular weight
- 219.24
Names & synonyms
N-(tert-Butyloxycarbonyl)-L-threonineEINECS 219-987-6NSC 334305RefChem:362943219-987-62592-18-9Boc-D-Threonine2226362-28-12-((tert-Butoxycarbonyl)amino)-3-hydroxybutanoic acidN-(tert-Butoxycarbonyl)-D-threonineN-Boc-D-threonineNSC334305
Show more names
BOC-THR-OHBOC-L-THR-OHN-(TERT-BUTOXYCARBONYL)-L-THREONINEBoc-ThrBOC-THREONINEBoc-Thr-OH 98%BOC-L-THREONINEN-Boc-ThreonineBoc-L-ThreionineBoc-Thr-OH, 95+%
SCHEMBL693616t-butyoxycarbonyl-DL-threonine2-(tert-butoxycarbonylamino)-3-hydroxy-butanoic acidtert-Butoxycarbonyl-L-threonineN-t-butoxycarbonyl-DL-threonineN-(tert-Butoxycarbonyl)threonineDTXSID40948836L-N-(tert-Butoxycarbonyl)threonine
Database identifiers
- CAS
2592-18-9- PubChem CID
- 100116
- DTXSID
DTXSID40948836- EC Number
- 219-987-6
Properties
Computed structural properties
- XLogP
- 0.3
- Topological polar surface area
- 95.9 Ų
- Hydrogen bond donors
- 3
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 5
- Heavy atoms
- 15
- Formal charge
- 0
- Complexity
- 245
Physicochemical properties
- Melting point
- 80 · 80-82 °C(lit.)
- Boiling point
- 360.05 °C · 360.05°C (rough estimate)
- alpha
- -8.5 · -8.5 º (c=1, acetic acid)
- Density
- 1.247 · 1.2470 (rough estimate)
- refractive index
- -7 ° · -7 ° (C=1, AcOH)
- storage temp.
- -20 °C · -20°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- pka
- 3.6 · 3.60±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- optical activity
- 20 · [α]20/D 8.5±1°, c = 1% in acetic acid
- BRN
- 2331474 · 2331474
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C9H17NO5/c1-5(11)6(7(12)13)10-8(14)15-9(2,3)4/h5-6,11H,1-4H3,(H,10,14)(H,12,13)/t5-,6+/m1/s1
- InChIKey
- LLHOYOCAAURYRL-RITPCOANSA-N
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 57.1% (4 of 7) of all reports.
Warning
H315 (42.9%): 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 7 reports by companies from 4 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory InformationStatus: Active Update: 04-06-2019 https://echa.europa.eu/registration-dossier/-/registered-dossier/28413
Hazard Classes and CategoriesSkin Irrit. 2 (42.9%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- hs_code
- 29241990
- risk_code
- 20/21/22-36/37/38
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xn
- safety_code
- 24/25-36-26
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H302-H315-H319-H335
- REACH Registrations
- Active
Chemistry & industry
Applications
UsesN-Boc-L-threonine is an N-Boc-protected form of L-Threonine (T405500). L-Threonine is an essential amino acid that is commonly used as a feed and food additive. L-Threonine is produced in mass quantities by mutant Escherichia coli strains for research and food nutrition purposes. L-Threonine can be naturally found in fish and poultry, and is incorporated in some important proteins in the human body (such as hemoglobin and insulin).
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
14 records
Compound notes
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