N-((9H-fluoren-9-ylmethoxy)carbonyl)-O-isopropyl-L-threonine
Basic information
- CAS
71989-35-0- Standard SMILES
CC(OC(C)(C)C)C(NC(=O)OCC1c2ccccc2-c2ccccc21)C(=O)O- InChIKey
LZOLWEQBVPVDPR-UHFFFAOYSA-N- Molecular formula
- C23H27NO5
- Average molar mass
- 397.5 g/mol
- Monoisotopic mass
- 397.18892296
Names & identifiers
- Preferred name
- N-((9H-fluoren-9-ylmethoxy)carbonyl)-O-isopropyl-L-threonine
- IUPAC
- 2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]butanoic acid
- English name
- FMOC-O-tert-Butyl-L-threonine
- Molecular formula
- C23H27NO5
- Molecular weight
- 397.46
Names & synonyms
EINECS 276-261-1N-((9H-Fluoren-9-ylmethoxy)carbonyl)-O-isopropyl-L-threonineN-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-isopropyl-L-threonineRefChem:359702276-261-171989-35-02-((((9H-Fluoren-9-yl)methoxy)carbonyl)amino)-3-(tert-butoxy)butanoic acid2183482-52-03-(tert-butoxy)-2-({[(9H-fluoren-9-yl)methoxy]carbonyl}amino)butanoic acidN-alpha-FMOC-O-t-BUTYL-L-THREONINEN-(9-Fluorenylmethoxycarbonyl)-O-tert-butyl-L-threonineFmoc-O-tert-butyl-D-allo-threonine
Show more names
FMOC-THR(TBU)-OHFMOC-THR(TBU)Fmoc-Thr(OtBu)-OHFMOC-L-THR(TBU)-OHN-(((9H-fluoren-9-yl)methoxy)carbonyl)-O-(tert-butyl)-L-threonineFmoc-THr(Bu)-OHFMOC-THR(BUT)methoxycarbonyLFmoc-L-Thr(OtBu)-OH(2S,3R)-2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]butanoic acid
Fmoc-Thr(But)-OHFmoc-D-Thr(But)-OH2-(9H-fluoren-9-ylmethoxycarbonylamino)-3-[(2-methylpropan-2-yl)oxy]butanoic acidSCHEMBL2366563FLT-1700-PILZOLWEQBVPVDPR-UHFFFAOYSA-NSTR098023-tert-butoxy-2-(9H-fluoren-9-ylmethoxycarbonylamino)butanoic acid
Database identifiers
- CAS
71989-35-0- PubChem CID
- 3085672
- EC Number
- 276-261-1
Properties
Computed structural properties
- XLogP
- 4
- Topological polar surface area
- 84.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 8
- Heavy atoms
- 29
- Formal charge
- 0
- Complexity
- 564
Physicochemical properties
- Melting point
- 131 · 131-134 °C
- alpha
- 40 · 40 º (c=1, chloroform)
- Boiling point
- 520.91 °C · 520.91°C (rough estimate)
- Density
- 1.2197 · 1.2197 (rough estimate)
- refractive index
- 15 ° · 15 ° (C=1, AcOEt)
- storage temp.
- 2 · 2-8°C
- solubility
- almost transparency in Ethylacetate
- form
- Fine Fluffy Crystalline Powder
- pka
- 3.42 · 3.42±0.10(Predicted)
- color
- White
- optical activity
- 20 · [α]20/D +16±1°, c = 1% in ethyl acetate
- BRN
- 4581133 · 4581133
- Major Application
- peptide synthesis
- InChIKey
- LZOLWEQBVPVDPR-VLIAUNLRSA-N
- SMILES
- C(O)(=O)[C@H]([C@H](OC(C)(C)C)C)NC(OCC1C2=C(C=CC=C2)C2=C1C=CC=C2)=O
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 2.1% (1 of 48) of reports.
Warning
H400 (85.4%): Very toxic to aquatic life [Warning Hazardous to the aquatic environment, acute hazard]
P273, P391, and P501 (click each P-code to see the statement)
Aggregated GHS information provided per 48 reports by companies from 7 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.
Hazard information
Regulatory Information
REACH registered substance: N-[(9H-fluoren-9-ylmethoxy)carbonyl]-O-isopropyl-L-threonine (EC: 276-261-1)
L-Threonine, O-(1,1-dimethylethyl)-N-(9H-fluoren-9-ylmethoxy)carbonyl-: Does not have an individual approval but may be used as a component in a product covered by a group standard. It is not approved for use as a chemical in its own right.
Hazard Classes and CategoriesAquatic Acute 1 (85.4%)
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- ridadr
- 3077
- hs_code
- 29242990
- risk_code
- 36/37/38-50/53
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- hazard_code
- Xi,N
- safety_code
- 24/25-36/37/39-27-26-61-60-29/56
- Storage Class
- 11 - Combustible Solids
Chemistry & industry
Applications
UsesFmoc-Thr(tBu)-OH can be used to synthesize chlorofusin analogues via solid phase peptide synthesis. Additionally, it can serve as a protecting group for both the amine and the hydroxyl functions in solid-phase synthesis of complex depsipeptides.
General DescriptionFMOC-O-tert-Butyl-L-threonine is a white crystalline powder that is commonly used as amino acid building block in peptide synthesis.
Upstream & downstream products
Upstream raw materials
Downstream products
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Related reactions
2 records
Compound notes
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