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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
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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)
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Safety

Hazard Codes 
Xn
Risk Statements 
20/21/22-36/37/38
Safety Statements 
24/25-36-26
WGK Germany 
3
HS Code 
29241990
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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.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
8.53065
Product name
Boc-Thr-OH
Purity
Novabiochem?
Packaging
25g
Price
$168
Updated
2024/03/01
Sigma-Aldrich
Product number
8.53065
Product name
Boc-Thr-OH
Purity
Novabiochem?
Packaging
100g
Price
$522
Updated
2024/03/01
Sigma-Aldrich
Product number
15505
Product name
Boc-Thr-OH
Purity
≥98.5% (T)
Packaging
25g
Price
$88
Updated
2023/06/20
TCI Chemical
Product number
B1638
Product name
N-(tert-Butoxycarbonyl)-L-threonine
Purity
>98.0%(T)
Packaging
10g
Price
$453
Updated
2025/07/31
TRC
Product number
B668005
Product name
N-Boc-L-threonine
Packaging
50g
Price
$360
Updated
2021/12/16
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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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Boc-L-Threonine Suppliers

Americas 1 Belgium 1 China 241 Europe 3 France 3 Germany 6 Hungary 1 India 30 Japan 7 South Korea 1 Switzerland 5 United Kingdom 12 United States 51 Global 362
Acros Organics
Tel
--
Fax
--
Email
info@acros.com
Country
Belgium
ProdList
6772
Advantage
81
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View Lastest Price from Boc-L-Threonine manufacturers

WUHAN FORTUNA CHEMICAL CO., LTD
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
Hebei Chuanghai Biotechnology Co., Ltd
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
Hebei Zhuanglai Chemical Trading Co Ltd
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

2592-18-9, Boc-L-ThreonineRelated Search:

L-Threonine N-Carbobenzyloxyglycine tert-Butyl carbazate DI-TERT-BUTYL ETHER BOC-THR(ME)-OH N-tert-Butyloxycarbonyl-N-methyl-O-benzyl-L-threonine Boc-Thr(Bzl)-OH Boc-O-tert-butyl-L-threonine BOC-D-THREONINE(BZL)-OH BOC-D-THREONINE extrapure,N-ALPHA-T-BOC-D-THREONINE / (2R,3S),N-ALPHA-T-BOC-D-THREONINE,BOC-D-THREONINE BOC-L-THR(BZL)-O-CH2-PHI-CH2-COOH DCHA BOC-THR(P-CHLORO-BZL)-OH DCHA N-BOC-(S)-2-AMINO-3-HYDROXY-3-METHYLBUTANOIC ACID BOC-L-THREONINE DCHA tert-butyl [R-(R*,S*)]-[1-[[(2,5-dioxopyrrolidin-1-yl)oxy]carbonyl]-2-hydroxypropyl]carbamate BOC-THR(BZL)-ONP Methyl N-(tert-butoxycarbonyl)-L-threoninate BPOC-THR(TBU)-OSU

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  • 2592-18-9
  • 592-18-9
  • CH3CHOHCHCOOHNHCOOCCH33
  • Protected & Labeled Amino Acids
  • Boc-Amino Acids
  • Amino Acids (N-Protected)
  • Amino Acid Derivatives
  • Peptide Synthesis
  • Threonine
  • Specialty Synthesis
  • Threonine [Thr, T]
  • Boc-Amino Acids and Derivative
  • Amino Acids
  • Amino Acids (N-Protected)
  • Biochemistry
  • Boc-Amino Acids
  • Boc-Amino acid series