(R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid
- Product Name
- (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid
- CAS No.
- 1012341-48-8
- Chemical Name
- (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid
- Synonyms
- E)-5-([1;LCZ-696-013;LCZ696 impurities2;LCZ-696 Impurity 58;LCZ696 impurities114;AHU-377 intermediate;LCZ696 Intermediate II;(R,E)-5-([1,1'-BiphenyL;Sacubitril intermediates;)-4-((tert-butoxycarbonyL
- CBNumber
- CB32723687
- Molecular Formula
- C23H27NO4
- Formula Weight
- 381.46
- MOL File
- 1012341-48-8.mol
(R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid Property
- Melting point:
- 188 - 191°C
- Boiling point:
- 595.6±50.0 °C(Predicted)
- Density
- 1.132±0.06 g/cm3(Predicted)
- vapor pressure
- 8.4-839.931Pa at 20℃
- storage temp.
- Sealed in dry,Room Temperature
- solubility
- DMSO (Slightly), Methanol (Slightly)
- pka
- 4.67±0.19(Predicted)
- form
- Solid
- color
- White to Off-White
- InChI
- InChI=1S/C23H27NO4/c1-16(21(25)26)14-20(24-22(27)28-23(2,3)4)15-17-10-12-19(13-11-17)18-8-6-5-7-9-18/h5-14,20H,15H2,1-4H3,(H,24,27)(H,25,26)/b16-14+/t20-/m0/s1
- InChIKey
- JXTNUXJSXXIIFE-VISDOYDDSA-N
- SMILES
- C(O)(=O)/C(/C)=C/[C@H](NC(OC(C)(C)C)=O)CC1=CC=C(C2=CC=CC=C2)C=C1
- LogP
- 2.2-3.6 at 25℃ and pH2.5-7
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.
N-Bromosuccinimide Price
- Product number
- M345205
- Product name
- (R,E)-5-([1,1-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoicAcid
- Packaging
- 5g
- Price
- $90
- Updated
- 2021/12/16
- Product number
- 1698DN
- Product name
- (R,E)-5-([1,1'-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoicacid
- Packaging
- 5g
- Price
- $93
- Updated
- 2021/12/16
- Product number
- 1698DN
- Product name
- (R,E)-5-([1,1'-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoicacid
- Packaging
- 25g
- Price
- $176
- Updated
- 2021/12/16
- Product number
- CD12187609
- Product name
- (R,E)-5-([1,1'-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoicacid
- Purity
- 97%
- Packaging
- 100g
- Price
- $218
- Updated
- 2021/12/16
- Product number
- CM244547
- Product name
- (R,E)-5-([1,1''-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methylpent-2-enoicacid
- Purity
- 95+%
- Packaging
- 1000g
- Price
- $1440
- Updated
- 2021/12/16
(R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid Chemical Properties,Usage,Production
Uses
(R,E)-5-([1,1-Biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-methylpent-2-enoic Acid is used in preparation of sacubitril intermediate using Nickel Salt catalyst.
Synthesis
149709-59-1
1012341-48-8
The general procedure for the synthesis of (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methyl-2-pentenoic acid from ethyl (4R)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)amino)-2-methyl-2-pentenoic acid was as follows: Step 1: 800 g of 95% ethanol and 400 g of pure water were mixed, compound I (1.3 mol) and lithium hydroxide (0.1833 mol) were added, and the reaction was held at reflux for 1 hour at 80 °C. After completion of the reaction, it was cooled to room temperature, activated carbon was added, heated to 42 °C and then continued to raise the temperature to 80 °C reflux. Incubate at room temperature for 2 hours. Step 2: The reaction mixture was thermally filtered and aqueous citric acid was added to the filtrate to terminate the reaction. Subsequently, the mixture was heated at reflux at 80°C for 1 hour and cooled to room temperature to crystallize. The crystals were collected by filtration and dried to give 55.4 g of dry Compound II in 79.05% molar yield and 99.20% purity.
References
[1] Patent: EP1903027, 2008, A1. Location in patent: Page/Page column 17
[2] Patent: CN106431993, 2017, A. Location in patent: Paragraph 0039; 0045; 0051; 0057
[3] Patent: CN106631903, 2017, A. Location in patent: Paragraph 0031; 0032; 0033
[4] Patent: CN106946742, 2017, A. Location in patent: Paragraph 0011
(R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
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View Lastest Price from (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid manufacturers
- Product
- (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid 1012341-48-8
- Price
- US $0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 10000KGS
- Release date
- 2025-03-05
- Product
- (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid 1012341-48-8
- Price
- US $0.00-0.00/kg
- Min. Order
- 1kg
- Purity
- 99%
- Supply Ability
- 500KG
- Release date
- 2023-07-06
- Product
- (R,E)-5-([1,1'-biphenyl]-4-yl)-4-((tert-butoxycarbonyl)aMino)-2-Methylpent-2-enoic acid 1012341-48-8
- Price
- US $1.00/KG
- Min. Order
- 1KG
- Purity
- 85.0-99.8%
- Supply Ability
- 200kgs
- Release date
- 2020-01-16