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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
Molecular Weight:
341.4
MDL Number:
MFCD00191185
MOL File:
128779-47-5.mol
Last updated:2025-08-08 17:45:00
Product description Number Pack Size Price
Boc-D-4,4''-biphenylalanine B642900 1g $95
[1,1'-Biphenyl]-4-propanoicacid,α-[[(1,1-dimethylethoxy)carbonyl]amino]-,(αR)- 99.43% CS-W023100 10g $113
Boc-D-4,4'-Biphenylalanine V1221 1g $77
Boc-D-4,4-Biphenylalanine 95+% 074852 5g $125
Boc-D-4,4-Biphenylalanine 95+% ee AS32716 5G $131
More product size

BOC-D-4,4'-BIPHENYLALANINE Properties

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)
pka 3.88±0.10(Predicted)
form Solid
Appearance White to off-white Solid
CAS DataBase Reference 128779-47-5(CAS DataBase Reference)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS07
Signal word  Warning
Hazard statements  H315-H319-H335
Precautionary statements  P261-P264b-P271-P280-P302+P352-P304+P340-P305+P351+P338-P312-P362+P364-P403+P233-P501c
Hazard Codes  Xi
HS Code  2922498590
NFPA 704
1
0 0

BOC-D-4,4'-BIPHENYLALANINE price More Price(34)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC B642900 Boc-D-4,4''-biphenylalanine 128779-47-5 1g $95 2021-12-16 Buy
ChemScene CS-W023100 [1,1'-Biphenyl]-4-propanoicacid,α-[[(1,1-dimethylethoxy)carbonyl]amino]-,(αR)- 99.43% 128779-47-5 10g $113 2021-12-16 Buy
AK Scientific V1221 Boc-D-4,4'-Biphenylalanine 128779-47-5 1g $77 2021-12-16 Buy
Matrix Scientific 074852 Boc-D-4,4-Biphenylalanine 95+% 128779-47-5 5g $125 2021-12-16 Buy
Activate Scientific AS32716 Boc-D-4,4-Biphenylalanine 95+% ee 128779-47-5 5G $131 2021-12-16 Buy
Product number Packaging Price Buy
B642900 1g $95 Buy
CS-W023100 10g $113 Buy
V1221 1g $77 Buy
074852 5g $125 Buy
AS32716 5G $131 Buy

BOC-D-4,4'-BIPHENYLALANINE Chemical Properties,Uses,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

Di-tert-butyl dicarbonate

24424-99-5

L-4,4'-BIPHENYLALANINE

155760-02-4

3-BIPHENYL-4-YL-2-TERT-BUTOXYCARBONYLAMINO-PROPIONIC ACID

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

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

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
BOC-D-4,4 2021-08-12 BOC-D-4,4"-BIPHENYLALANINE
128779-47-5
US $15.00-10.00 / KG 1KG 99%+ HPLC Monthly supply of 1 ton Zhuozhou Wenxi import and Export Co., Ltd
BOC-D-4,4'-BIPHENYLALANINE pictures 2019-07-06 BOC-D-4,4'-BIPHENYLALANINE
128779-47-5
US $7.00 / kg 1kg 99% 100kg Career Henan Chemical Co
BOC-D-4,4'-BIPHENYLALANINE pictures 2019-07-06 BOC-D-4,4'-BIPHENYLALANINE
128779-47-5
US $7.00 / KG 1KG 99% 100kg Career Henan Chemical Co

BOC-D-4,4'-BIPHENYLALANINE Spectrum

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 (R)-3-([1,1\'-biphenyl]-4-yl)-2-aminopropanoic acid hydrochloride [1,1'-Biphenyl]-4-propanoic acid, α-[[(1,1-dimethylethoxy)carbonyl]amino]-, (αR)- (Tert-Butoxy)Carbonyl D-4,4'-Biphenylalanine 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