Boc-L-Threonine
- Product Name
- Boc-L-Threonine
- CAS No.
- 2592-18-9
- Chemical Name
- Boc-L-Threonine
- Synonyms
- BOC-THR-OH;BOC-L-THR-OH;BOC-THREONINE;Boc-Thr-OH 98%;BOC-L-THREONINE;N-Boc-Threonine;Boc-L-Threionine;Boc-Thr-OH, 95+%;Boc-Thr-OH, 98.5%;BOC-L-THREONINE-OH
- CBNumber
- CB1491517
- Molecular Formula
- C9H17NO5
- Formula Weight
- 219.24
- MOL File
- 2592-18-9.mol
Boc-L-Threonine Property
- Melting point:
- 80-82 °C(lit.)
- Boiling point:
- 360.05°C (rough estimate)
- alpha
- -8.5 º (c=1, acetic acid)
- Density
- 1.2470 (rough estimate)
- refractive index
- -7 ° (C=1, AcOH)
- storage temp.
- -20°C
- solubility
- Soluble in Chloroform,Dichloromethane,Ethyl Acetate,DMSO,Acetone,etc.
- pka
- 3.60±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- optical activity
- [α]20/D 8.5±1°, c = 1% in acetic acid
- BRN
- 2331474
- 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
- SMILES
- C(O)(=O)[C@H]([C@H](O)C)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 2592-18-9(CAS DataBase Reference)
Safety
- Hazard Codes
- Xn
- Risk Statements
- 20/21/22-36/37/38
- Safety Statements
- 24/25-36-26
- WGK Germany
- 3
- HS Code
- 29241990
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
H302Harmful if swallowed
H315Causes skin irritation
H319Causes serious eye irritation
H335May cause respiratory irritation
- Precautionary statements
-
P261Avoid breathing dust/fume/gas/mist/vapours/spray.
P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.
N-Bromosuccinimide Price
- Product number
- 8.53065
- Product name
- Boc-Thr-OH
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $168
- Updated
- 2024/03/01
- Product number
- 8.53065
- Product name
- Boc-Thr-OH
- Purity
- Novabiochem?
- Packaging
- 100g
- Price
- $522
- Updated
- 2024/03/01
- Product number
- 15505
- Product name
- Boc-Thr-OH
- Purity
- ≥98.5% (T)
- Packaging
- 25g
- Price
- $88
- Updated
- 2023/06/20
- Product number
- B1638
- Product name
- N-(tert-Butoxycarbonyl)-L-threonine
- Purity
- >98.0%(T)
- Packaging
- 10g
- Price
- $453
- Updated
- 2025/07/31
- Product number
- B668005
- Product name
- N-Boc-L-threonine
- Packaging
- 50g
- Price
- $360
- Updated
- 2021/12/16
Boc-L-Threonine Chemical Properties,Usage,Production
Chemical Properties
WHITE AMORPHOUS POWDER
Uses
N-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).
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
72-19-5
24424-99-5
2592-18-9
The general procedure for the synthesis of (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-hydroxybutyric acid from L-threonine and di-tert-butyl dicarbonate was as follows: 1. To a methanol (5 mL) solution of L-threonine (400 mg, 3.36 mmol), a water (5 mL) solution of sodium bicarbonate (434 mg, 5.17 mmol) was added, followed by di-tert-butyl dicarbonate (1.07 g, 4.90 mmol). 2. The reaction mixture was stirred at room temperature for 3 days. 3. Upon completion of the reaction, the solvent was removed by vacuum distillation. 4. 4. The residue was diluted with water (20 mL) and washed with ether (2 x 20 mL). 5. The aqueous layer was acidified with saturated aqueous sodium bisulfite and then extracted with 2-methyltetrahydrofuran. 6. The organic layer was dried over anhydrous sodium sulfate and subsequently concentrated in vacuo to afford the title compound (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-hydroxybutyric acid as a white solid (730 mg, 99% yield). 7. The product was characterized by 1H NMR (400 MHz, CDCl3) and LC-MS: 1H NMR δ 1.24 (d, 3H), 1.44 (s, 9H), 4.26 (d, 1H), 4.40 (d, 1H), 5.52 (d, 1H), 5.69 (br s, 1H); LCMS Rt = 1.68 min, MS m/z 218 [M + H]+.
References
[1] Patent: WO2013/114250, 2013, A1. Location in patent: Page/Page column 161; 162
[2] Patent: WO2013/110643, 2013, A1. Location in patent: Paragraph 00118; 00119
[3] Advanced Synthesis and Catalysis, 2014, vol. 356, # 8, p. 1795 - 1802
[4] Patent: CN102993200, 2016, B. Location in patent: Paragraph 0043; 0044; 0045
[5] Journal of Medicinal Chemistry, 2010, vol. 53, # 15, p. 5770 - 5781
Boc-L-Threonine Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from Boc-L-Threonine manufacturers
- Product
- Boc-L-Threonine 2592-18-9
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 500kgs
- Release date
- 2021-09-23
- Product
- Boc-L-Threonine 2592-18-9
- Price
- US $10.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 10 mt
- Release date
- 2024-11-15
- Product
- Boc-L-Threonine 2592-18-9
- Price
- US $50.00/kg
- Min. Order
- 1kg
- Purity
- 99
- Supply Ability
- 5000
- Release date
- 2024-12-02