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Boc-HPh-Leu-Phe-OMe

Product Name
Boc-HPh-Leu-Phe-OMe
CAS No.
868539-96-2
Chemical Name
Boc-HPh-Leu-Phe-OMe
Synonyms
Boc-HPh-Leu-Phe-OMe;Carfilzomib Impurity 70;methyl ((S)-2-((tert-butoxycarbonyl)amino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate;N-[(S)-2-(tert-Butoxycarbonylamino)-4-phenylbutanoyl]-L-leucyl-L-phenylalanine methyl ester;L-Phenylalanine, (αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-, methyl ester;(S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate;Methyl N-[(2S)-2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-4-phenylbutanoyl]-L-leucyl-L-phenylalaninate;(6S,9S,12S)-Methyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate
CBNumber
CB82707932
Molecular Formula
C31H43N3O6
Formula Weight
553.7
MOL File
868539-96-2.mol
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Boc-HPh-Leu-Phe-OMe Property

Boiling point:
753.4±60.0 °C(Predicted)
Density 
1.123±0.06 g/cm3(Predicted)
storage temp. 
2-8°C
pka
11.22±0.46(Predicted)
Appearance
White Solid
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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

AK Scientific
Product number
2163DP
Product name
Boc-HPh-Leu-Phe-Ome
Packaging
100mg
Price
$100
Updated
2021/12/16
ChemScene
Product number
CS-M2889
Product name
(6S,9S,12S)-Methyl12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate
Packaging
1g
Price
$106
Updated
2021/12/16
AK Scientific
Product number
2163DP
Product name
Boc-HPh-Leu-Phe-Ome
Packaging
250mg
Price
$119
Updated
2021/12/16
AK Scientific
Product number
2163DP
Product name
Boc-HPh-Leu-Phe-Ome
Packaging
1g
Price
$200
Updated
2021/12/16
Activate Scientific
Product number
AS112231
Product name
(6S,9S,12S)-Methyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatr
Packaging
100mg
Price
$265
Updated
2021/12/16
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Boc-HPh-Leu-Phe-OMe Chemical Properties,Usage,Production

Synthesis

15136-32-0

82732-07-8

868539-96-2

1. Dissolve NBoc leucine (11.56 g, 50.0 mmol) and phenylalanine methyl ester (10.78 g, 50.0 mmol) in 500 mL of DMF, add hydroxybenzotriazole (HOBT) (10.81 g, 80.0 mmol) and N,N-diisopropylethylamine (DIEA) (25.85 g, 35 mL, 200.0 mmol). 2. The reaction mixture was cooled to 0 °C in an ice-water bath and benzotriazol-1-yloxytris(dimethylamino)phosphonium hexafluorophosphate (BOP) (35.38 g, 80.0 mmol) was added in batches over 5 min. 3. The reaction mixture was stirred overnight under argon protection. 4. Upon completion of the reaction, the reaction mixture was diluted with 1000 mL of brine and extracted with ethyl acetate (EtOAc) (5 x 200 mL). 5. The organic layers were combined, washed sequentially with water (10 x 100 mL) and brine (2 x 150 mL) and dried with anhydrous magnesium sulfate (MgSO4). 6. Remove MgSO4 by filtration and concentrate under reduced pressure to remove solvent to obtain Compound A (18.17 g). 7. Compound A (18.0 g, 45.86 mmol) was dissolved in 50 mL of 80% trifluoroacetic acid (TFA)/dichloromethane (DCM) solution pre-cooled to 0 °C. The reaction mixture was stirred and dried with anhydrous magnesium sulfate (MgSO4). 8. The reaction mixture was stirred and slowly warmed to room temperature over 2 hours. 9. Concentrate under pressure to remove volatiles and obtain an oil. 10. Boc-D-homophenylalanine (BocNHhPhe) (12.81 g, 45.86 mmol), DMF (500 mL), HOBT (9.91 g, 73.37 mmol), and DIEA (23.70 g, 32.0 mL, 183.44 mmol) were added to the oily mass. 11. The reaction mixture was cooled to 0 °C in an ice-water bath and BOP (32.45 g, 73.37 mmol) was added in batches over 5 min. 12. The reaction mixture was stirred overnight under argon protection and slowly warmed to room temperature. 13. Upon completion of the reaction, the reaction mixture was diluted with 1500 mL of water and extracted with dichloromethane (DCM) (5 x 300 mL). 14. The organic layers were combined, washed sequentially with water (6 x 300 mL) and brine (1 x 300 mL) and dried with anhydrous magnesium sulfate (MgSO4). 15. Remove MgSO4 by filtration and concentrate under reduced pressure to remove the solvent to obtain a yellow solid. 16. The yellow solid was dissolved in 200 mL of 95% ethanol (EtOH) and heated to 65 °C to dissolve the solid completely. 17. The hot solution was slowly poured into 1000 mL of cold water and the precipitate was collected to give compound B (21.59 g).

References

[1] Patent: KR2015/131405, 2015, A. Location in patent: Paragraph 0447-0450
[2] Journal of Medicinal Chemistry, 2018,

Boc-HPh-Leu-Phe-OMe Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from Boc-HPh-Leu-Phe-OMe manufacturers

Career Henan Chemical Co
Product
Boc-HPh-Leu-Phe-OMe 868539-96-2
Price
US $7.00/kg
Min. Order
1kg
Purity
99%
Supply Ability
100KG
Release date
2018-12-18

868539-96-2, Boc-HPh-Leu-Phe-OMeRelated Search:

CarfilzoMib IMpurity 5 (S)-benzyl 2-((S)-2-((S)-2-amino-4-phenylbutanamido)-4-methylpentanamido)-3-phenylpropanoate hydrochloride (S)-N-((S)-1-(((S)-2,6-Dimethyl-3-oxohept-1-en-4-yl)amino)-1-oxo-3-phenylpropan-2-yl)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamide (S)-2-((S)-2-Acetamido-4-phenylbutanamido)-4-methyl-N-((S)-1-(((S)-4-methyl-1-((R)-2-methyloxiran-2-yl)-1-oxopentan-2-yl)amino)-1-oxo-3-phenylpropan-2-yl)pentanamide Carfilzomib Related Impurity (S)-benzyl 2-((S)-4-methyl-2-((S)-2-(2-morpho lino acetamido)-4-phenylbutanamido)pentanamido)-3-phenylpropanoate (S)-4-Methyl-N-((S)-1-(((R)-4-Methyl-1-((R)-2-Methyloxiran-2-yl)-1-oxopentan-2-yl)aMino)-1-oxo-3-phenylpropan-2-yl)-2-((S)-2-(2-MorpholinoacetaMido)-4-phenylbutanaMido)pentanaMide CarfilzoMib IMpurity (alphaS)-alpha-Aminobenzenebutanoyl-L-leucyl-L-phenylalanine methyl ester mono(trifluoroacetate) (R)-4-Methyl-N-((S)-1-(((S)-4-Methyl-1-((R)-2-Methyloxiran-2-yl)-1-oxopentan-2-yl)aMino)-1-oxo-3-phenylpropan-2-yl)-2-((S)-2-(2-MorpholinoacetaMido)-4-phenylbutanaMido)pentanaMide Carfilzomib Impurity 4 (N-Oxide Impurity) Carfilzomib Impurity 5 TFA Salt (S)-benzyl 2-((S)-2-amino-4-methylpentanamido)-3-phenylpropanoate hydrochloride Carfilzomib Impurity 9 (S)-N-((S)-1-(((2R,4S)-1-((1H-Benzo[d][1,2,3]triazol-1-yl)oxy)-2-hydroxy-2,6-dimethyl-3-oxoheptan-4-yl)amino)-1-oxo-3-phenylpropan-2-yl)-4-methyl-2-((S)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamide CarfilzoMib IMpurity 4 Carfilzomib Impurity 15 (S)-2-((S)-4-Methyl-2-((R)-2-(2-morpholinoacetamido)-4-phenylbutanamido)pentanamido)-3-phenylpropanoic acid

  • Boc-HPh-Leu-Phe-OMe
  • L-Phenylalanine, (αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-, methyl ester
  • N-[(S)-2-(tert-Butoxycarbonylamino)-4-phenylbutanoyl]-L-leucyl-L-phenylalanine methyl ester
  • methyl ((S)-2-((tert-butoxycarbonyl)amino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate
  • Methyl N-[(2S)-2-({[(2-methyl-2-propanyl)oxy]carbonyl}amino)-4-phenylbutanoyl]-L-leucyl-L-phenylalaninate
  • (6S,9S,12S)-Methyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate
  • (S)-methyl 2-((S)-2-tert.butoxycarbonyIamino-4-phenylbutanamido-4-methylpentanamido)-3-phenylpropanoate
  • Carfilzomib Impurity 70
  • 868539-96-2
  • C31H43N3O6