3-(Benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid
Basic information
- CAS
15260-10-3- Standard SMILES
CC(OCc1ccccc1)C(NC(=O)OC(C)(C)C)C(=O)O- InChIKey
CTXPLTPDOISPTE-UHFFFAOYSA-N- Molecular formula
- C16H23NO5
- Average molar mass
- 309.36 g/mol
- Monoisotopic mass
- 309.15762283
Names & identifiers
- Preferred name
- 3-(Benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid
- IUPAC
- 2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-phenylmethoxybutanoic acid
- English name
- Boc-Thr(Bzl)-OH
- Molecular formula
- C16H23NO5
- Molecular weight
- 309.36
Names & synonyms
3-(benzyloxy)-2-{[(tert-butoxy)carbonyl]amino}butanoic acid2460646-16-43-(Benzyloxy)-2-((tert-butoxycarbonyl)amino)butanoic acidN-(Tert-Butoxycarbonyl)-O-Benzyl-D-ThreonineNSC334365N-Boc-O3-benzyl-D-threonineSCHEMBL4001863-benzyloxy-2-(tert-butoxycarbonylamino)butanoic acidBDT-2624BLT-2070NSC337217NSC-334365
Show more names
BOC-THR-OHN-(TERT-BUTOXYCARBONYL)-O-BENZYL-L-THREONINEBOC-THR(BZL)PLIT-017BOC-L-THR-OHBOC-THREONINEBOC-L-THR(BZL)BOC-THR(BZL)-OHBor-Thr(Bz1)-OHBOC-Thr (Obzl) OH
NSC-337217N-alpha-t-BOC-O-BENZYL-D-THREONINELS-14522Butyric acid, N-tert-butyl ester, Ls-threo-EN300-298815L-Threonine,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)-(2S,3R)-3-(benzyloxy)-2-(tert-butoxycarbonylamino)butanoic acidBoc-O-benzyl-L-threonine;N-(tert-Butoxycarbonyl)-O-benzyl-L-threonine
Database identifiers
- CAS
15260-10-3、69355-99-3- PubChem CID
- 333680
- Nikkaji
- J1.110.585H
Properties
Computed structural properties
- XLogP
- 2.3
- Topological polar surface area
- 84.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 5
- Rotatable bonds
- 8
- Heavy atoms
- 22
- Formal charge
- 0
- Complexity
- 371
Physicochemical properties
- Melting point
- 80 · 80-82 °C(lit.)
- alpha
- 22 · 22 º (c=2 in 95% ethanol)
- Boiling point
- 461.5 · 461.5±45.0 °C(Predicted)
- Density
- 1.152 · 1.152±0.06 g/cm3(Predicted)
- refractive index
- 16.5 ° · 16.5 ° (C=1, MeOH)
- storage temp.
- Keep in dark place,Sealed in dry,Room Temperature
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- pka
- 3.5 · 3.50±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- optical activity
- 20 · [α]20/D +16.5±1°, c = 1% in methanol
- BRN
- 3065591 · 3065591
- Major Application
- peptide synthesis
- InChI
- InChI=1S/C16H23NO5/c1-11(21-10-12-8-6-5-7-9-12)13(14(18)19)17-15(20)22-16(2,3)4/h5-9,11,13H,10H2,1-4H3,(H,17,20)(H,18,19)/t11-,13+/m1/s1
Safety & regulation
Safety information is for reference only and does not replace the supplier’s Safety Data Sheet (SDS), applicable regulations, or professional assessment.
Safety data
- PPE
- Eyeshields, Gloves, type N95 (US)
- wgk
- 3
- tsca
- TSCA listed
- hs_code
- 2924 29 70
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- safety_code
- 22-24/25
- Storage Class
- 13 - Non Combustible Solids
- Hazard statements
- H315-H319-H335
- Precautionary statements
- P261-P305+P351+P338
Chemistry & industry
Applications
UsesBoc-O-benzyl-L-threonine, is an amino acid building block used in peptide synthesis. With a growing peptide drug market the fast, reliable synthesis of peptides is of great importance.
Upstream & downstream products
Upstream raw materials
Downstream products
Related reactions
1 records
Compound notes
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