methyl 3-[(2S,3R)-2-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-4-oxoazetidin-3-yl]propanoate - Names and Identifiers
Name | Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepropanoate
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Synonyms | ETMB-05 Trans-methyl-3-(((3-[2-oxo-4(benzyloxyphenyl)-1-(4-fluorophenyl)-azetidinone])propionate Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepropanoate methyl 3-[(2S,3R)-2-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-4-oxoazetidin-3-yl]propanoate Methyl 3-((2S,3R)-2-(4-(benzyloxy)phenyl)-1-(4-fluorophenyl)-4-oxoazetidin-3-yl)propanoate 3-[1-(4-fluorophenyl)-2-oxo-4-(4-phenylmethoxyphenyl)-3-azetidinyl]propanoic acid methyl ester 1-(4-fluorophenyl)-2-oxo-4-[4-(phenylMethoxy)phenyl]-,Methyl ester,(3R,4S)-3-Azetidinepropanoic acid 3-Azetidinepropanoic acid, 1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-, methyl ester, (3R,4S)- 3-Azetidinepropanoic acid, 1-(4-fluorophenyl)-2-oxo-4-[4-(phenylMethoxy)phenyl]-, Methyl ester, (3R,4S)- 3-Azetidinepropanoic acid, 1-(4-fluorophenyl)-2-oxo-4-[4-(phenylMethoxy)phenyl]-, Methyl ester, (3R,4S)- (REACH)
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CAS | 204589-80-0
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EINECS | 606-560-8 |
InChI | InChI=1/C26H24FNO4/c1-31-24(29)16-15-23-25(28(26(23)30)21-11-9-20(27)10-12-21)19-7-13-22(14-8-19)32-17-18-5-3-2-4-6-18/h2-14,23,25H,15-17H2,1H3/t23-,25-/m1/s1 |
methyl 3-[(2S,3R)-2-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-4-oxoazetidin-3-yl]propanoate - Physico-chemical Properties
Molecular Formula | C26H24FNO4
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Molar Mass | 433.47 |
Density | 1.238 |
Boling Point | 628.309°C at 760 mmHg |
Flash Point | 333.789°C |
Vapor Presure | 0mmHg at 25°C |
Storage Condition | 2-8°C |
Refractive Index | 1.589 |
methyl 3-[(2S,3R)-2-[4-(benzyloxy)phenyl]-1-(4-fluorophenyl)-4-oxoazetidin-3-yl]propanoate - Introduction
Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepanoate, also known as Fmoc-L-phosphoserine ester, is an organic compound. The following is an introduction to its nature, use, preparation and safety information:
Nature:
-Appearance: White or off-white solid
-Molecular formula: C31H29FN3O6P
-Molecular weight: 605.56g/mol
-Melting point: about 130-145 ° C
-Solubility: Slightly soluble in water, soluble in some organic solvents
Use:
- Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepanoate is mainly used for peptide synthesis in the fields of biochemistry and organic synthesis, especially the study of peptide modification.
-It can be used as an intermediate in the design and synthesis of anti-cancer drugs, and has anti-tumor activity.
-It can also be used for protecting groups in polypeptide synthesis and solid phase synthesis.
Method:
The preparation of Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepanoate usually adopts the method of organic synthesis, it can be synthesized in the laboratory by the following steps:
1. Preparation of (4-fluorophenyl) propionitrile
2. (4-fluorophenyl) propionitrile reacts with P-benzophenol to generate (4-(benzyloxy) phenyl) propionitrile
3. Reaction of (4-(benzyloxy) phenyl) propionitrile with (2R,3S)-1-benzylamino-2-oxo-3-azetidine yields (2R,3S)-1-(4-(Benzyloxy) phenyl)-2-oxo-4-cyano-3-azetidine
4. Reaction of (2R,3S)-1-(4-(benzyloxy) phenyl)-2-oxo-4-cyano-3-azetidine with methyl nitrite, generation of precursors of Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepanoate
5. Finally, the target product is obtained after deprotection and purification steps.
Safety Information:
-because Methyl (3R,4S)-1-(4-fluorophenyl)-2-oxo-4-[4-(phenylmethoxy)phenyl]-3-azetidinepanoate belongs to chemicals, safety measures should be paid attention to during operation, for example, wear appropriate chemical laboratory protective equipment (such as gloves, glasses, and lab clothes).
-The compound should be stored in a dry, cool place away from direct sunlight.
-in use and handling, to prevent inhalation, intake and contact with skin, eyes, so as not to cause irritation and damage.
-In case of accident or discomfort, seek medical attention and bring the safety data sheet of the compound for future reference.
Last Update:2024-04-09 21:04:16