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

AK Scientific

Product number: M781
Product name: Boc-D-3-pyridylalanine
Packaging: 250mg
Price: $10
Updated: 2021/12/16

Chem-Impex

Product number: 02685
Product name: Boc-3-(3'-pyridyl)-D-alanine
Purity: ≥ 98% (HPLC)
Packaging: 1G
Price: $20
Updated: 2021/12/16

Matrix Scientific

Product number: 041433
Product name: Boc-D-3-pyridylalanine
Purity: 95%
Packaging: 1g
Price: $24
Updated: 2021/12/16

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

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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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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:

(R)-N-BOC-(2-PYRIDYL)ALANINE Phenprobamate EC 2.6.1.2 D-Alanine L-Alanine FMOC-D-3-Fluorophe FMOC-D-3-CYANOPHENYLALANINE Fmoc-3-chloro-D-phenylalanine (R)-N-BOC-3-THIENYLALANINE FMOC-D-3-Trifluoromethylphe FMOC-D-3-NITROPHENYLALANINE FMOC-D-3-CARBAMOYLPHE FMOC-D-3-METHYLPHENYLALANINE BOC-D-2-NITROPHENYLALANINE BOC-D-2-Fluorophe DI-TERT-BUTYL ETHER (S)-N-BOC-(2-PYRIDYL)ALANINE (S)-N-BOC-(4-PYRIDYL)ALANINE

BOC-D-3-PYRIDYLALANINE 98%

N-tert-Butoxycarbonyl-D-3-(3-Pyridyl) Alanine

3-Pyridin-3-yl-D-alanine, N-BOC protected

(R)-2-(tert-butoxycarbonylamino)-3-(pyridin-3-yl)propanoic acid

N-BOC-(3-PYRIDYL)ALANINE

(2R)-2-{[(tert-butoxy)carbonyl]aMino}-3-(pyridin-3-yl)propanoic acid

Boc-b-(3-pyridyl)-D-Ala-OH

(R)-N-BOC-(3-PYRIDYL)ALANINE, 95%, 98% EE

(R)-N-BOC-(3-Pyridyl)alanine, 98% ee

(R)-N-BOC-(3-Pyridyl)alanineN-tert-Butoxycarbonyl-3-pyridyl-D-alanine

N-Boc-2-(3-pyridyl)-D-alanine, 95%

3-Pyridinepropanoicacid, a-[[(1,1-diMethylethoxy)carbonyl]aMino]-,(aR)-

Boc-3-D-Pal-OH

BOC-(R)-2-AMINO-3-(3'-PYRIDYL)PROPANOIC ACID

BOC-3-(3'-PYRIDYL)-D-ALANINE

BOC-3-(3-PYRIDYL)-D-ALANINE

BOC-3-(3-PYRIDYL)-D-ALA-OH

BOC-3'-PYRIDYL-D-ALA

BOC-BETA-(3-PYRIDYL)-D-ALANINE

BOC-BETA-(3-PYRIDYL)-D-ALA-OH

BOC-D-ALA-BETA-(3-PYRIDYL)-OH

BOC-D-ALA(3'-PYRIDYL)-OH

BOC-D-ALA(3-PYRIDYL)-OH

BOC-D-ALA(3-PYRI)-OH

BOC-D-3-PAL-OH

BOC-D-3-PYRIDYLALA

BOC-D-3-PYRIDYLALANINE

(R)-N-BOC-(3-PYRIDYL)ALANINE

RARECHEM AK ML 0091

(R)-2-TERT-BUTOXYCARBONYLAMINO-3-PYRIDIN-3-YL-PROPIONIC ACID

N-TERT-BUTOXYCARBONYL-3-PYRIDYL-D-ALANINE

N-ALPHA-T-BOC-BETA-(3-PYRIDYL)-D-ALANINE

N-ALPHA-T-BUTOXYCARBONYL-3-(3-PYRIDYL)-D-ALANINE

Boc-3-(3'-pyridyl)-D-alanine≥ 98% (HPLC)

Boc-D-3-(3-pyridyl)-alanine

BOC-(3-PYRIDYL)-D-ALA-OH

(Tert-Butoxy)Carbonyl D-3-Pal-OH

Boc-DPal

(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

Alanine Derivatives

Phenylalanine analogs and other aromatic alpha amino acids

Pyridine series

Amino Acid Derivatives

Unusual Amino Acids

a-amino

Amino Acids