BOC-THR-OBZL
- Product Name
- BOC-THR-OBZL
- CAS No.
- 33662-26-9
- Chemical Name
- BOC-THR-OBZL
- Synonyms
- BOC-THR-OBZL;Boc-L-Thr-OBzl;Boc-L-threonine benzyl ester;(Tert-Butoxy)Carbonyl Thr-OBzl;N-Boc-L-threonine Benzyl Ester;BO-C-L-threonineaminoacidbenzyl ester;Benzyl (tert-butoxycarbonyl)-L-threoninate;N-tert-Butoxycarbonyl-L-threonine benzyl ester;N-α-(t-Butoxycarbonyl)-L-threonine benzyl ester;(2S,3R)-Benzyl 2-((tert-butoxycarbonyl)amino)-3-hydroxybutanoate
- CBNumber
- CB12467747
- Molecular Formula
- C16H23NO5
- Formula Weight
- 309.36
- MOL File
- 33662-26-9.mol
BOC-THR-OBZL Property
- storage temp.
- 2-8°C
- Appearance
- Colorless to off-white <39°C Solid,>40°C Liquid
- optical activity
- Consistent with structure
Hazard and Precautionary Statements (GHS)
- Symbol(GHS)
-
- Signal word
- Warning
- Hazard statements
-
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
- FB111285
- Product name
- Boc-Thr-OBzl
- Packaging
- 2g
- Price
- $92
- Updated
- 2021/12/16
- Product number
- AS112896
- Product name
- Boc-Thr-OBzl
- Purity
- 98%
- Packaging
- 5G
- Price
- $101
- Updated
- 2021/12/16
- Product number
- FB111285
- Product name
- Boc-Thr-OBzl
- Packaging
- 5G
- Price
- $184
- Updated
- 2021/12/16
- Product number
- AS112896
- Product name
- Boc-Thr-OBzl
- Purity
- 98%
- Packaging
- 25g
- Price
- $304
- Updated
- 2021/12/16
- Product number
- 4362CS
- Product name
- Boc-Thr-OBzl
- Packaging
- 25g
- Price
- $317
- Updated
- 2021/12/16
BOC-THR-OBZL Chemical Properties,Usage,Production
Uses
Boc-Thr-Obzl is used in preparation of of substituted Oxopyridine derivatives as factor XIa and plasma kallikrein inhibitors useful in treating Thrombotic or Thromboembolic diseases.
Synthesis
2592-18-9
100-39-0
140422-54-4
The general procedure for the synthesis of the target compound (CAS: 140422-54-4) from (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-hydroxybutanoic acid (Boc-L-threonine, 1.32 g, 6.03 mmol) and benzyl bromide (783 μL, 1.13 g, 6.63 mmol) was as follows: dissolve Boc-L-threonine in methanol (40 mL) and cesium carbonate (Cs2CO3, 1.08 g, 3.32 mmol) was added. After complete dissolution, the solution was concentrated. Subsequently, the concentrate was dissolved in N,N-dimethylformamide (DMF, 20 mL) and benzyl bromide was added. The reaction mixture was stirred at room temperature for 18 hours. After completion of the reaction, the solvent was removed by evaporation. The crude product was dissolved in water (20 mL) and extracted with dichloromethane (3 × 20 mL). The organic phase was dried over anhydrous magnesium sulfate (MgSO4) and the solvent was evaporated to give the crude product. The target compound (1.73 g, 5.58 mmol, 93% yield) was purified by silica gel fast column chromatography (eluent: hexane/ethyl acetate, 5:1). Thin layer chromatography (TLC) showed Rf = 0.16 (Expanding agent: hexane/ethyl acetate, 5:1, potassium permanganate solution showed color). Nuclear magnetic resonance hydrogen (1H-NMR, 500 MHz, CDCl3) and carbon (13C-NMR, 125 MHz, CDCl3) spectral data were consistent with the structure of the target compound. Mass spectrometry (MS) and high performance liquid chromatography-mass spectrometry (HRMS) data further confirmed the molecular weight and structure of the target compounds.
References
[1] Journal of the American Chemical Society, 2014, vol. 136, # 18, p. 6754 - 6762
[2] Tetrahedron, 2012, vol. 68, # 2, p. 697 - 704
[3] Organic letters, 2002, vol. 4, # 8, p. 1335 - 1338
[4] Organic Letters, 2010, vol. 12, # 22, p. 5306 - 5309
[5] Chemistry - A European Journal, 2016, vol. 22, # 47, p. 16912 - 16919
BOC-THR-OBZL Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from BOC-THR-OBZL manufacturers
- Product
- Boc-Thr-Obzl 33662-26-9
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2023-10-11
- Product
- BOC-THR-OBZL 33662-26-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 99%
- Supply Ability
- 20T
- Release date
- 2024-08-15
- Product
- BOC-THR-OBZL 33662-26-9
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 98%
- Supply Ability
- 200kgs
- Release date
- 2020-01-09