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benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate

Product Name
benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate
CAS No.
868540-15-2
Chemical Name
benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate
Synonyms
EOS-60551;Carfilzomib INT;Reaxys ID: 14504822;Boc-D-hPhe-D-Leu-D-Phe-OBn;Carfilzomib intermediate 3;(6S,9S,12S)-benzyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-...;benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate;(ALPHAS) -alpha -[[tert-butoxycarbonyl] amino] phenylbutyryl-l-leucinoyl-l-phenylalanine benzyl ester;(αS)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-phenylmethyl Ester L-Phenylalanine;(±S)-±-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-phenylmethyl Ester L-Phenylalanine
CBNumber
CB42683436
Molecular Formula
C37H47N3O6
Formula Weight
629.8
MOL File
868540-15-2.mol
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benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate Property

Melting point:
150 - 151°C
Boiling point:
818.2±65.0 °C(Predicted)
Density 
1.137±0.06 g/cm3(Predicted)
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
Chloroform (Slightly), DMSO (Slightly), Ethyl Acetate (Slightly, Heated)
pka
11.22±0.46(Predicted)
form 
Solid
color 
White to Off-White
InChIKey
AKIABKDAWVWIHO-DPQUEHIJNA-N
SMILES
[C@H](C(=O)OCC1C=CC=CC=1)(NC(=O)[C@H](CC(C)C)NC(=O)[C@@H](NC(=O)OC(C)(C)C)CCC1C=CC=CC=1)CC1C=CC=CC=1 |&1:0,14,22,r|
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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

ChemScene
Product number
CS-M3177
Product name
L-Phenylalanine,(αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-,phenylmethylester
Packaging
1g
Price
$61
Updated
2021/12/16
ChemScene
Product number
CS-M3177
Product name
L-Phenylalanine,(αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-,phenylmethylester
Packaging
5g
Price
$212
Updated
2021/12/16
Activate Scientific
Product number
AS112310
Product name
(6S,9S,12S)-Benzyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatr
Packaging
250mg
Price
$257
Updated
2021/12/16
Activate Scientific
Product number
AS112310
Product name
(6S,9S,12S)-Benzyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatr
Packaging
1g
Price
$389
Updated
2021/12/16
Crysdot
Product number
CD22000877
Product name
(6S,9S,12S)-Benzyl12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate
Purity
95+%
Packaging
5g
Price
$750
Updated
2021/12/16
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benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate Chemical Properties,Usage,Production

Uses

(αS)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-phenylmethyl Ester L-Phenylalanine is used as a reagent in the preparation of peptides for inhibition of enzymes.

Synthesis

140834-91-9

82732-07-8

868540-15-2

Example 2: Preparation of Compound of Formula VII 1. Cool a mixture of dichloromethane (90 mL) and trifluoroacetic acid (210 mL) to 2-6 °C and add the compound of Formula IV (100 g, 1 eq.) at 37 °C. Maintain the same temperature. 2. The reaction mixture was heated to 25-30 °C and stirred at this temperature for 2 hours. 3. Add dichloromethane (1.5 L) to the reaction mixture, adjust the pH to 7-8 with 25% sodium carbonate solution at 20-30 °C and stir for 20 min at the same temperature. 4. The organic layer was separated and washed sequentially with water (300 mL) and 10% sodium chloride solution (300 mL). 5. Separate the organic layer and concentrate under vacuum at less than 35°C to obtain a residue. 6. The resulting residue was dissolved in dimethylformamide (500 mL) and cooled to 2-6°C. 7. 7. HOBt (2.9 g, 0.1 eq.), PyBOP (133.5 g, 1.2 eq.), N-Boc-homophenylalanine (59.7 g, 1 eq.) and diisopropylethylamine (110.5 g, 4 eq.) were slowly added to the reaction mixture at 2-6 °C. 8. The reaction mixture was heated to 25-30 °C and stirred at this temperature for 2-3 hours. 9. After completion of the reaction, the reaction mixture was slowly poured into water (5 L) at 25-30 °C and stirred at the same temperature for 2-3 hours. 10. The precipitated solid was filtered, washed with water (500 mL) and dried to afford (αS)-α-[[tert-butoxycarbonyl]amino]phenylbutyryl-L-leucyl-L-phenylalanine benzyl ester. Yield: 130 g; PXRD: Figure 2; DSC: heat-absorption peak at ca. 150 °C; HPLC chemical purity: 99.97%; HOBt: 0.1%, PyBOP: not detected, tris(pyrrolidinylphosphine) oxide: 0.02% by HPLC, respectively.

References

[1] Patent: WO2016/185450, 2016, A1. Location in patent: Page/Page column 61-62

benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate Preparation Products And Raw materials

Raw materials

Preparation Products

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benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate Suppliers

China 85 India 1 United Kingdom 1 United States 1 Global 88
Baiyi chemical (lianyungang) co. LTD
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18552648286
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996140672
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dajingsheng@126.com
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China
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HASWELL
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13951186658
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Haswellvip@gmail.com
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China
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Energy Chemical
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021-021-58432009 400-005-6266
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021-58436166
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sales8178@energy-chemical.com
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China
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Chemipanda Bio-Tech Co., Ltd.
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+86-571-85224801; 13588483690
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0571-85241599
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chemipanda2010@163.com
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China
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Changzhou Joyous Chemical Co., Ltd.
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0519-85607258 13912342323;
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0519-85607278
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sales@joyouschem.com
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China
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Haoyuan Chemexpress Co., Ltd.
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021-58950125
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(86) 21-58955996
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info@chemexpress.com
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China
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Tianjin Chempharmatech Co.,Ltd.
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022-66211079 13212288319
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qq1405432731
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sales@chempharmatech.com
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Bide Pharmatech Ltd.
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400-164-7117 13681763483
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+86-21-61629029
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product02@bidepharm.com
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China
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BSAZ Biotech Co.,Ltd.
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0571-28111272 18505711187
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0571 56260350
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peter@bsaz.com
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China
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Zhengzhou TRIZ Pharmaceutical Technology Co., Ltd.
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19943855286
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0371-53392065
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triz-4@trizpharma.cn
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China
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View Lastest Price from benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate manufacturers

Career Henan Chemical Co
Product
benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate 868540-15-2
Price
US $2.00/KG
Min. Order
1g
Purity
98%min
Supply Ability
ask
Release date
2020-01-08

868540-15-2, benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninateRelated Search:

(alphaS)-alpha-[(4-Morpholinylacetyl)aMino]benzenebutanoyl-L-leucyl-L-phenylalanine 1-Pentanone, 2-aMino-4-Methyl-1-[(2R)-2-Methyloxiranyl]-, (2S)-, trifluoroacetate (9CI) CarbaMic acid, N-[(1S)-3-Methyl-1-[[(2R)-2-Methyl-2-oxiranyl]carbonyl]butyl]-, 1,1-diMethylethyl ester

  • benzyl ((S)-2-((tert-butoxycarbonyl)aMino)-4-phenylbutanoyl)-L-leucyl-L-phenylalaninate
  • (alphaS)-alpha-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-L-phenylalanine phenylmethyl ester
  • Benzyl (2S)-2-[[(2S)-4-methyl-2-[[(2S)-2-[(2-methylpropan-2-yl)oxycarbonylamino]-4-phenylbutanoyl]amino]pentanoyl]amino]-3-phenylpropanoate
  • (6S,9S,12S)-benzyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-trioxo-6-phenethyl-3-oxa-5,8,11-triazatridecan-13-oate
  • L-Phenylalanine, (αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-, phenylmethyl ester
  • EOS-60551
  • Carfilzomib INT
  • Reaxys ID: 14504822
  • (αS)-α-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-phenylmethyl Ester L-Phenylalanine
  • (αS)-α-[[(1,1-dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-,L-Phenylalanine phenylmethyl ester
  • Boc-D-hPhe-D-Leu-D-Phe-OBn
  • (6S,9S,12S)-benzyl 12-benzyl-9-isobutyl-2,2-dimethyl-4,7,10-...
  • (ALPHAS) -alpha -[[tert-butoxycarbonyl] amino] phenylbutyryl-l-leucinoyl-l-phenylalanine benzyl ester
  • Carfilzomib intermediate 3
  • (±S)-±-[[(1,1-Dimethylethoxy)carbonyl]amino]benzenebutanoyl-L-leucyl-phenylmethyl Ester L-Phenylalanine
  • 868540-15-2
  • C37H47N3O6