ChemicalBook > CAS DataBase List > BOC-D-4,4'-BIPHENYLALANINE

BOC-D-4,4'-BIPHENYLALANINE

Product Name
BOC-D-4,4'-BIPHENYLALANINE
CAS No.
128779-47-5
Chemical Name
BOC-D-4,4'-BIPHENYLALANINE
Synonyms
BOC-D-4;impurity 43;BOC-D-BPH-OH;BOC-D-BIP-OH;-BIPHENYLALANINE;BOC-D-BIP(4,4')-OH;SACUBITRIL(LCZ696);BOC-D-4,4'-BIPHE-OH;LCZ-696 Impurity 80;BOC-4-BIPHENYL-D-ALA
CBNumber
CB0285209
Molecular Formula
C20H23NO4
Formula Weight
341.4
MOL File
128779-47-5.mol
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BOC-D-4,4'-BIPHENYLALANINE Property

Boiling point:
528.2±50.0 °C(Predicted)
Density 
1.161±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO (Slightly), Methanol (Slightly)
form 
Solid
pka
3.88±0.10(Predicted)
Appearance
White to off-white Solid
CAS DataBase Reference
128779-47-5(CAS DataBase Reference)
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Safety

Hazard Codes 
Xi
HS Code 
2922498590
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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.

P271Use only outdoors or in a well-ventilated area.

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

P302+P352IF ON SKIN: wash with plenty of soap and water.

P304+P340IF INHALED: Remove victim to fresh air and Keep at rest in a position comfortable for breathing.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P312Call a POISON CENTER or doctor/physician if you feel unwell.

P403+P233Store in a well-ventilated place. Keep container tightly closed.

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N-Bromosuccinimide Price

TRC
Product number
B642900
Product name
Boc-D-4,4''-biphenylalanine
Packaging
1g
Price
$95
Updated
2021/12/16
Activate Scientific
Product number
AS32716
Product name
Boc-D-4,4-Biphenylalanine
Purity
95+% ee
Packaging
1g
Price
$29
Updated
2021/12/16
Biosynth Carbosynth
Product number
FB47981
Product name
Boc-p-phenyl-D-Phenylalanine
Packaging
1g
Price
$40
Updated
2021/12/16
Chem-Impex
Product number
04083
Product name
Boc-p-phenyl-D-phenylalanine,99%(HPLC)
Purity
99%(HPLC)
Packaging
1G
Price
$40.54
Updated
2021/12/16
Matrix Scientific
Product number
074852
Product name
Boc-D-4,4-Biphenylalanine
Purity
95+%
Packaging
1g
Price
$44
Updated
2021/12/16
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BOC-D-4,4'-BIPHENYLALANINE Chemical Properties,Usage,Production

Uses

Boc-D-4,4'-biphenylalanine is used as a reagent in the synthesis of pyrrolopyrimidine inhibitors of Akt as antitumor agents. Boc-D-4,4'-biphenylalanine is also used in the preparation of (-)-Bestatin-based inhibitors.

Synthesis

24424-99-5

155760-02-4

119273-61-9

To a mixed solution of tetrahydrofuran (THF) (80 mL) and water (80 mL) of (S)-3-([1,1'-biphenyl]-4-yl)-2-aminopropanoic acid (25) (5 g, 20.72 mmol) was added di-tert-butyl dicarbonate (BOC2O) (5.77 mL, 24.87 mmol) and sodium hydroxide (NaOH) (1.077 g. 26.9 mmol). The reaction mixture was stirred at room temperature for 6 hours before being cooled to 0 °C and the pH was adjusted to about 6-7 by slowly adding 1.5 N aqueous hydrochloric acid (HCl) to quench the reaction. Subsequently, the reaction mixture was extracted with ethyl acetate (EtOAc) (3 x 50 mL). The combined organic layers were washed sequentially with brine (50 mL) and water (50 mL), dried over anhydrous sodium sulfate and concentrated to give the crude product as a colloidal off-white solid. The crude product was purified by washing with petroleum ether (PE) with 10% ethyl acetate (4 x 20 mL). The resulting white solid was filtered and dried under vacuum to afford (S)-3-([1,1'-biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propionic acid (26) (6.5 g, 19.04 mmol, 92% yield). The product was analyzed by 1H NMR (400 MHz, DMSO-d6) and mass spectrometry (ESI) to confirm the structure.1H NMR data: δ 7.67-7.62 (m, 2H), 7.58 (d, J=8.5 Hz, 2H), 7.50-7.43 (m, 2H), 7.39-7.31 (m, 3H), 7.10 (d, J=8.0 Hz. 1H), 4.17-4.07 (m, 1H), 3.07 (dd, J=13.6,4.5Hz, 1H), 2.88 (dd, J=13.6,10.0Hz, 1H), 1.37-1.23 (m, 9H). Mass spectral data: 340.2 ([M-1]-).

References

[1] Tetrahedron Letters, 2018, p. 4267 - 4271

BOC-D-4,4'-BIPHENYLALANINE Preparation Products And Raw materials

Raw materials

Preparation Products

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BOC-D-4,4'-BIPHENYLALANINE Suppliers

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View Lastest Price from BOC-D-4,4'-BIPHENYLALANINE manufacturers

Zhuozhou Wenxi import and Export Co., Ltd
Product
BOC-D-4,4"-BIPHENYLALANINE 128779-47-5
Price
US $15.00-10.00/KG
Min. Order
1KG
Purity
99%+ HPLC
Supply Ability
Monthly supply of 1 ton
Release date
2021-08-11
Career Henan Chemical Co
Product
BOC-D-4,4'-BIPHENYLALANINE 128779-47-5
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100kg
Release date
2018-12-24
Career Henan Chemical Co
Product
BOC-D-4,4'-BIPHENYLALANINE 128779-47-5
Price
US $7.00/KG
Min. Order
1KG
Purity
99%
Supply Ability
100kg
Release date
2018-12-24

128779-47-5, BOC-D-4,4'-BIPHENYLALANINERelated Search:

Telmisartan Impurity 10 1426129-50-1 enantioMer (R,E)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoate N-[2’-(1H-tetrazol-5-yl)biphenyl-4-yl methyl]-N-Valeryl-(L)-Valine benzyl ester N-NITROSO-DI-ISO-PROPYLAMINE LCZ-696 Impurity 60 Valsartan Impurity 32 (2R,4S)-ethyl 5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpentanoate Valsartan Impurity 1 [1,1'-Biphenyl]-4-pentanoic acid, γ-amino-α-methyl-, ethyl ester, (Hydrochloride)(1:1), (αS,γS)- 4-(2-Cyanophenyl)benzyl alcohol Valsartan n-Propyl Valsartan Desvaleryl Impurity Isoleucine Valsartan USAWIVMZUYOXCF-UHFFFAOYSA-N Valsartan Ethyl Ester Valsartan Impurity 3 Valsartan Impurity 61

  • BOC-D-PHE(4-PHENYL)-OH
  • BOC-D-BPH-OH
  • BOC-D-BIP(4,4')-OH
  • BOC-D-BIP-OH
  • BOC-D-ALA(4,4'-BIPHENYL)-OH
  • BOC-3-(4-BIPHENYLYL)-D-ALANINE
  • BOC-4-PHENYL-D-PHENYLALANINE
  • BOC-4-PHENYL-D-PHE-OH
  • BOC-4-BIPHENYL-D-ALA
  • BOC-BETA-(4-BIPHENYLYL)-D-ALA-OH
  • BOC-P-PHENYL-D-PHE-OH
  • BOC-(R)-2-AMINO-3-(1,1'-BIPHENY-4-YL)PROPANOIC ACID
  • D-TBOC-P-BIPHENYLALANINE
  • (R)-3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID
  • Boc-D-4-Phenylphenylalanine
  • N-ALPHA-T-BUTOXYCARBONYL-D-4,4'-BIPHENYLALANINE
  • N-ALPHA-T-BUTOXYCARBONYL-D-(4-PHENYL)PHENYLALANINE
  • (R)-N-ALPHA-TERT-BUTYLOXYCARBONYL-BIPHENYLALANINE
  • N-Boc-3-(4-biphenylyl)-D-alanine, 95%
  • (2R)-3-(Biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propanoic acid
  • (2R)-3-(Biphenyl-4-yl)-2-[(tert-butoxycarbonyl)amino]propionic acid, tert-Butyl [(1R)-2-(biphenyl-4-yl)-1-carboxyethyl]carbamate
  • (R)-a-(Boc-amino)-biphenyl-4-propanoic acid
  • N-Boc-3-(4-biphenylyl)-D-alani
  • (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylphenyl)propanoic acid
  • Boc-p-phenyl-D-Phenylalanine≥ 99% (HPLC)
  • 4-Phenyl-D-phenylalanine, N-BOC protected
  • (R)-3-(biphenyl-4-yl)-2-(tert-butoxycarbonylamino)propanoic acid
  • (R)-N-ALPHA-T-BUTYLOXYCARBONYL-BIPHENYLALANINE
  • 3-(4-Biphenylyl)-N-(tert-butoxycarbonyl)-D-alanine
  • REF DUPL: Boc-D-4,4'-Biphenylalanine
  • (S)-2-AMino-3-(4'-((S)-2-(tert-butoxycarbonylaMino)-2-carboxyethyl)biphenyl-4-yl)propanoic acid
  • Boc-b-(4-biphenylyl)-D-Ala-OH, Boc-D-Bip-OH
  • BOC-D-4,4'-BIPHE-OH
  • [1,1'-Biphenyl]-4-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)-
  • (Tert-Butoxy)Carbonyl D-4,4'-Biphenylalanine
  • (R)-3-([1,1\'-biphenyl]-4-yl)-2-aminopropanoic acid hydrochloride
  • Sacubitril Impurity 55
  • SACUBITRIL(LCZ696)
  • -BIPHENYLALANINE
  • (2R)-3-{[1,1'-biphenyl]-4-yl}-2-{[(tert-butoxy)carbonyl]amino}propanoic acid
  • impurity 43
  • N-Boc-3-(4-biphenylyl)-D-alanine,95%
  • (2R)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-3-(4-phenylphenyl)propanoicaci
  • BOC-D-4,4'-BIPHENYLALANINE USP/EP/BP
  • BOC-D-4
  • LCZ-696 Impurity 80
  • Boc-d-4,4'-biphenylalanine
  • (R)-3-([1,1'-Biphenyl]-4-yl)-2-((tert-butoxycarbonyl)amino)propanoic acid
  • LCZ696 valsartan + sacubitril impurity 43
  • N-Boc-3-(4-biphenylyl)-D-alanine
  • 128779-47-5
  • C20H23NO4
  • Phenylalanine analogs and other aromatic alpha amino acids
  • Amino Acids
  • a-amino
  • Biphenyl & Diphenyl ether
  • Amino Acid Derivatives