ChemicalBook > CAS DataBase List > (R)-N-Boc-(3-Pyridyl)alanine

(R)-N-Boc-(3-Pyridyl)alanine

Product Name
(R)-N-Boc-(3-Pyridyl)alanine
CAS No.
98266-33-2
Chemical Name
(R)-N-Boc-(3-Pyridyl)alanine
Synonyms
BOC-3-(3-PYRIDYL)-D-ALANINE;Boc-DPal;Boc-3-D-Pal-OH;BOC-D-3-PAL-OH;BOC-D-3-PYRIDYLALA;RARECHEM AK ML 0091;BOC-3'-PYRIDYL-D-ALA;BOC-D-ALA(3-PYRI)-OH;BOC-D-3-PYRIDYLALANINE;BOC-D-ALA(3-PYRIDYL)-OH
CBNumber
CB4133335
Molecular Formula
C13H18N2O4
Formula Weight
266.29
MOL File
98266-33-2.mol
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(R)-N-Boc-(3-Pyridyl)alanine Property

Melting point:
136.8 °C
Boiling point:
409.5°C (rough estimate)
Density 
1.1738 (rough estimate)
refractive index 
1.6450 (estimate)
storage temp. 
Inert atmosphere,2-8°C
form 
Solid
pka
3.43±0.10(Predicted)
color 
White to off-white
optical activity
-16.6551°(C=1.0051g/100ml ETOH)
CAS DataBase Reference
98266-33-2(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
Risk Statements 
43
Safety Statements 
36/37
WGK Germany 
3
HazardClass 
IRRITANT
HS Code 
29333990
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H317May cause an allergic skin reaction

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P321Specific treatment (see … on this label).

P333+P313IF SKIN irritation or rash occurs: Get medical advice/attention.

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N-Bromosuccinimide Price

Chem-Impex
Product number
02685
Product name
Boc-3-(3'-pyridyl)-D-alanine,98%(HPLC)
Purity
98%(HPLC)
Packaging
5G
Price
$72.8
Updated
2021/12/16
Matrix Scientific
Product number
041433
Product name
Boc-D-3-pyridylalanine
Purity
95%
Packaging
5g
Price
$74
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB47478
Product name
Boc-3-(3'-pyridyl)-D-alanine
Packaging
1g
Price
$74.6
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB47478
Product name
Boc-3-(3'-pyridyl)-D-alanine
Packaging
2g
Price
$119.4
Updated
2021/12/16
AK Scientific
Product number
M781
Product name
Boc-D-3-pyridylalanine
Packaging
250mg
Price
$10
Updated
2021/12/16
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(R)-N-Boc-(3-Pyridyl)alanine Chemical Properties,Usage,Production

Chemical Properties

off-white powder

Uses

Boc-D-3-pyridylalanine, is an alanine derivative, used in various chemical synthesis and peptide chemistry.

Synthesis

24424-99-5

70702-47-5

98266-33-2

To a suspension of methanol (3.0 mL) containing 3-(3-pyridyl)-D-alanine nickel(II) complex (100.0 mg, 0.130 mmol) was added 1N hydrochloric acid (0.65 mL, 0.648 mmol). The mixture was stirred at room temperature for 3 hours. The reaction mixture was concentrated under reduced pressure and the residue was subjected to liquid-liquid separation with dichloromethane (10 mL) and water (10 mL). The aqueous layer was separated and the solvent was removed by evaporation. The resulting solid was dissolved in 8% ammonia (5 mL) and the solution was purified by passing through a cation exchange resin column (SK-1B, 40 mL, eluent: water followed by 4% ammonia) to afford 3-(3-pyridinyl)-D-alanine (17.7 mg, Yield: 81.9%, 97.3% ee) as a white solid.The conditions for HPLC analysis were as follows: column: CROWNPAK CR( +) (5 μm, 150×4.0 mm I.D.); eluent: aqueous perchloric acid (pH 1.0); flow rate: 0.4 mL/min; temperature: 30 ℃; detector: UV 254 nm; retention time (min) and enantiomeric excess ratio as shown in Table 9. The organic layer was washed with 2% ammonia (10 mL, twice), water (10 mL, twice) and saturated brine (10 mL, twice), dried over sodium sulfate and evaporated to remove the solvent to obtain the chiral auxiliary (S-isomer) (63.8 mg, chemical purity: 98.6%, yield: 86.9%). 3-(3-Pyridyl)-D-alanine (16.3 mg, 0.098 mmol) was dissolved in water (1 mL) and acetone (0.5 mL), and acetone (0.25 mL) solution of di-tert-butyl dicarbonate (Boc)2O (34.3 mg, 0.157 mmol) and acetone ( 0.25 mL) solution of triethylamine (15.9 mg, 0.157 mmol) were added. 0.25mL) solution. The mixture was stirred at room temperature for 3.5 hours. After the reaction mixture was concentrated under reduced pressure to a volume ≤ 1 mL, 2-butanol (10 mL) was added. The pH of the aqueous layer was adjusted to 2-3 with 1N hydrochloric acid and the aqueous layer was extracted with 2-butanol (10 mL, 3 times). The organic layer was washed with saturated brine (10 mL, twice), dried over magnesium sulfate and evaporated to remove the solvent to give Boc-3-(3-pyridinyl)-D-alanine (20.5 mg, Yield: 78.5%, Chemical purity: 97.1%) as a colorless solid.

References

[1] Journal of Medicinal Chemistry, 1986, vol. 29, # 10, p. 1846 - 1851
[2] Patent: US2016/102045, 2016, A1. Location in patent: Paragraph 0325-0332
[3] Patent: KR2015/133268, 2015, A. Location in patent: Paragraph 0535; 0537; 0549
[4] Journal of Medicinal Chemistry, 2006, vol. 49, # 26, p. 7592 - 7595
[5] Patent: WO2018/167468, 2018, A1. Location in patent: Page/Page column 71

(R)-N-Boc-(3-Pyridyl)alanine Preparation Products And Raw materials

Raw materials

Preparation Products

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(R)-N-Boc-(3-Pyridyl)alanine Suppliers

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View Lastest Price from (R)-N-Boc-(3-Pyridyl)alanine manufacturers

Career Henan Chemical Co
Product
(R)-N-Boc-(3-Pyridyl)alanine 98266-33-2
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100KG
Release date
2020-01-03

98266-33-2, (R)-N-Boc-(3-Pyridyl)alanineRelated Search:


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  • BOC-BETA-(3-PYRIDYL)-D-ALA-OH
  • BOC-D-ALA-BETA-(3-PYRIDYL)-OH
  • BOC-D-ALA(3'-PYRIDYL)-OH
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  • (2R)-2-[[(2-methylpropan-2-yl)oxy-oxomethyl]amino]-3-(3-pyridinyl)propanoate
  • (αR)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]-3-pyridinepropanoic acid
  • 3-Pyridinepropanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-
  • (R)-N-Boc-(3-Pyridyl)alanine USP/EP/BP
  • N-(tert-butoxycarbonyl)-3-(3-pyridyl)-D-alanine
  • 98266-33-2
  • Peptide Synthesis
  • Specialty Synthesis
  • Unnatural Amino Acid Derivatives
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  • Phenylalanine analogs and other aromatic alpha amino acids
  • Pyridine series
  • Amino Acid Derivatives
  • Unusual Amino Acids
  • a-amino
  • Amino Acids