Boc-Thr(Bzl)-OH
- Product Name
- Boc-Thr(Bzl)-OH
- CAS No.
- 15260-10-3
- Chemical Name
- Boc-Thr(Bzl)-OH
- Synonyms
- PLIT-017;BOC-THR-OH;BOC-L-THR-OH;BOC-THR(BZL);BOC-THREONINE;BOC-L-THR(BZL);BOC-THR(BZL)-OH;Bor-Thr(Bz1)-OH;BOC-Thr (Obzl) OH;BOC-L-THR(BZL)-OH
- CBNumber
- CB8164096
- Molecular Formula
- C16H23NO5
- Formula Weight
- 309.36
- MOL File
- 15260-10-3.mol
Boc-Thr(Bzl)-OH Property
- Melting point:
- 80-82 °C(lit.)
- alpha
- 22 º (c=2 in 95% ethanol)
- Boiling point:
- 461.5±45.0 °C(Predicted)
- Density
- 1.152±0.06 g/cm3(Predicted)
- refractive index
- 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
- 3.50±0.10(Predicted)
- form
- powder to crystal
- color
- White to Almost white
- optical activity
- [α]20/D +16.5±1°, c = 1% in methanol
- BRN
- 3065591
- 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
- InChIKey
- CTXPLTPDOISPTE-YPMHNXCESA-N
- SMILES
- C(O)(=O)[C@H]([C@H](OCC1=CC=CC=C1)C)NC(OC(C)(C)C)=O
- CAS DataBase Reference
- 15260-10-3(CAS DataBase Reference)
- EPA Substance Registry System
- L-Threonine, N-[(1,1-dimethylethoxy)carbonyl]-O-(phenylmethyl)- (15260-10-3)
Safety
- Safety Statements
- 22-24/25
- WGK Germany
- 3
- TSCA
- Yes
- HS Code
- 2924 29 70
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
- 8.53004
- Product name
- Boc-Thr(Bzl)-OH
- Purity
- Novabiochem?
- Packaging
- 25g
- Price
- $182
- Updated
- 2025/07/31
- Product number
- 8.53004
- Product name
- Boc-Thr(Bzl)-OH
- Purity
- Novabiochem?
- Packaging
- 100g
- Price
- $566
- Updated
- 2025/07/31
- Product number
- 8.53004
- Product name
- Boc-Thr(Bzl)-OH
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 1 kg
- Price
- $2270
- Updated
- 2025/07/31
- Product number
- 8.53004
- Product name
- Boc-Thr(Bzl)-OH
- Purity
- Novabiochem<SUP>®</SUP>
- Packaging
- 1 kg
- Price
- $2270
- Updated
- 2025/07/31
- Product number
- 15405
- Product name
- Boc-Thr(Bzl)-OH
- Purity
- ≥99.0% (T)
- Packaging
- 5g
- Price
- $69
- Updated
- 2022/05/15
Boc-Thr(Bzl)-OH Chemical Properties,Usage,Production
Chemical Properties
White crystalline
Uses
Boc-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.
Application
Boc-Thr(Bzl)-OH is a standard building block for introduction of threonine amino-acid residues by Boc SPPS.
reaction suitability
reaction type: Boc solid-phase peptide synthesis
Synthesis
2592-18-9
100-39-0
15260-10-3
To a stirred solution of (2S,3R)-2-((tert-butoxycarbonyl)amino)-3-hydroxybutanoic acid (250 g, 1.44 mol) in DMF (1 L) was added 60% sodium hydride (68 g, 2.85 mol) in batches at -20 °C and protected by nitrogen and stirring was continued for 2 hours. Subsequently, benzyl bromide (167 mL, 1.36 mol) was slowly added dropwise and the reaction mixture was continued to be stirred at room temperature for 3 hours. The progress of the reaction was monitored by thin layer chromatography (TLC) and after confirming complete consumption of the raw materials, the reaction was quenched with ice water and subsequently washed with ether (2 x 250 mL). The aqueous layer was separated and the pH was adjusted to about 2 with citric acid solution, followed by extraction with ethyl acetate (2 x 300 mL). The organic layers were combined, dried over anhydrous sodium sulfate, and concentrated under reduced pressure to afford (2S,3R)-3-(benzyloxy)-2-((tert-butoxycarbonyl)amino)butanoic acid (320 g, 90% yield) as a thick paste.1H-NMR (500 MHz, DMSO-d6) data: δ 12.64 (broad single peak, 1H), 7.34-7.25 (multiple peaks, 5H), and 6.46 (double peak, J=8.5Hz, 1H), 4.53 (double peak, J=11.5Hz, 1H), 4.39 (double peak, J=12.0Hz, 1H), 4.00-3.98 (multiple peaks, 2H), 1.39 (single peak, 9H), 1.15 (double peak, J=6.0Hz, 3H).
References
[1] Patent: WO2018/26763, 2018, A1. Location in patent: Page/Page column 63
[2] Patent: WO2014/120786, 2014, A1. Location in patent: Paragraph 0101
[3] Patent: WO2014/120783, 2014, A1. Location in patent: Paragraph 0093
[4] Patent: WO2017/195069, 2017, A1. Location in patent: Page/Page column 66
[5] Bulletin of the Chemical Society of Japan, 1995, vol. 68, # 5, p. 1369 - 1377
Boc-Thr(Bzl)-OH Preparation Products And Raw materials
Raw materials
Preparation Products
Boc-Thr(Bzl)-OH Suppliers
- Tel
- --
- Fax
- --
- biuro@pol-aura.pl
- Country
- Poland
- ProdList
- 1453
- Advantage
- 58
View Lastest Price from Boc-Thr(Bzl)-OH manufacturers
- Product
- Boc-Thr(Bzl)-OH 15260-10-3
- Price
- US $0.00/Kg/Drum
- Min. Order
- 1KG
- Purity
- 98%min
- Supply Ability
- 500kgs
- Release date
- 2021-09-23
- Product
- Boc-L-Thr(Bzl)-OH 15260-10-3
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 98%
- Supply Ability
- 1T+
- Release date
- 2023-09-27
- Product
- Boc-O-Benzyl-L-Threonine 15260-10-3
- Price
- US $10.00/KG
- Min. Order
- 1Kg/Bag
- Purity
- 99%
- Supply Ability
- 20 Tons
- Release date
- 2021-12-14