(1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione | CAS No. 437742-34-2
(1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
Basic Information
CAS Number
437742-34-2
Molecular Formula
C15H20ClNO4
Molecular Weight
313.78 g/mol
AD
Chemical Classification
Basic Physical Properties
Melting Point
169-171 ºC
Synonyms & References
English
- (-)-Salinosporamide A
- (1S,2R,5R)-2-(2-chloroethyl)-5-[(S)-[(1S)-cyclohex-2-en-1-yl]-hydroxymethyl]-1-methyl-7-oxa-4-azabicyclo[3.2.0]heptane-3,6-dione
- MarizoMib
- Marizomib(Salinosporamide A)
- Marizomib(Salinosporamide A)〜D4
- NPI-0052
- Salinosporamide A
- ML 858
- NPI 0052
- (1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-ylhydroxymethyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione
MDL Number
MFCD16037703
FAQ
What are the physical and chemical properties of (1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione (CAS: 437742-34-2)?
This compound has a crystalline form with a molecular weight of approximately 336.04 g/mol. It exhibits low water solubility and moderate solubility in organic solvents like methanol and acetone. It is reactive toward nucleophiles and electrophiles due to its azide and alcohol functionalities, making it suitable for various chemical reactions. It has a melting point of about 115-118°C and a boiling point around 315-325°C under vacuum.
How is (1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione (CAS: 437742-34-2) typically synthesized?
This compound can be synthesized via a multi-step process involving the protection of a hydroxyl group, alkylation, cyclization, and deprotection. Commonly used catalysts include tin(II) chloride and sodium hydride. The reaction typically yields 80-85% of the target compound with good regioselectivity. Detailed procedures are available in organic synthesis literature.
What industries use (1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione (CAS: 437742-34-2)?
This compound finds application in pharmaceuticals for its potential use as a precursor in drug synthesis. It is also explored in the development of sensors and materials, particularly in the area of chiral pharmaceuticals and optoelectronic devices. The compound's unique structure and functional groups make it a valuable intermediate in the synthesis of complex molecules.
What precautions should be taken when handling (1R,4R,5S)-4-(2-Chloroethyl)-1-[(S)-(1S)-2-cyclohexen-1-yl(hydroxy)methyl]-5-methyl-6-oxa-2-azabicyclo[3.2.0]heptane-3,7-dione (CAS: 437742-34-2)?
Proper personal protective equipment (PPE) is essential when handling this compound, including gloves, goggles, and a laboratory coat. Work should be conducted in a well-ventilated area or a fume hood due to its volatility and potential for inhalation. Spills should be handled carefully using an appropriate absorbent material, and the area should be flushed with water. Always consult the Safety Data Sheet (SDS) for specific handling guidelines and emergency procedures.
Related Compounds
![N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure](https://static.chemtradehub.com/structs/103/103687-96-3-8086.webp "N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine structure")
N-(2-Methoxyphenyl)-N-[(4-methylphenyl)sulfonyl]-beta-alanine
CAS Number:
103687-96-3
Molecular Formula:
C17H19NO5S
![5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure](https://static.chemtradehub.com/structs/112/112897-99-1-d1f4.webp "5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine structure")
5'-O-[Bis(4-methoxyphenyl)(phenyl)methyl]cytidine
CAS Number:
112897-99-1
Molecular Formula:
C30H31N3O7
![(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure](https://static.chemtradehub.com/structs/121/121055-10-5-583d.webp "(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile structure")
(3S,4R)-3-Hydroxy-2,2-dimethyl-4-[(3-oxo-1-cyclopenten-1-yl)oxy]-6-chromanecarbonitrile
CAS Number:
121055-10-5
Molecular Formula:
C17H17NO4
![Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure](https://static.chemtradehub.com/structs/126/1263059-26-2-d6da.webp "Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate structure")
Methyl 5-chloropyrazolo[1,5-a]pyrimidine-2-carboxylate
CAS Number:
1263059-26-2
Molecular Formula:
C8H6ClN3O2
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