(R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid

Basic Information

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CAS Number

90776-58-2

Molecular Formula

C14H27NO4Si

Molecular Weight

301.46 g/mol

Chemical Classification

Basic Chemical Raw Materials Organic Chemicals Carboxylic Acids

Basic Chemical Raw Materials Organic Chemicals Heterocyclic Compounds

Pharmaceutical Chemicals Pharmaceutical Intermediates Heterocyclic Intermediates

Fine Chemicals Surfactants Anionic Surfactants

Basic Physical Properties

Melting Point

146-147 ºC

Boiling Point

236.8±20.0 °C at 760 mmHg

Density

1.1±0.1 g/cm3

Flash Point

120.1±9.0 °C

Refractive Index

1.471

Vapor Pressure

0.0±0.5 mmHg at 25°C

Specific Rotation

-30.5° - -34° (c=1, MeOH)

SMILES

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CC(C1C(NC1=O)C(C)C(=O)O)O[Si](C)(C)C(C)(C)C

InChI

InChI=1S/C14H27NO4Si/c1-8(13(17)18)11-10(12(16)15-11)9(2)19-20(6,7)14(3,4)5/h8-11H,1-7H3,(H,15,16)(H,17,18)/t8-,9-,10-,11-/m1/s1

InChIKey

NNANGMFTFSNDLW-GWOFURMSSA-N

LogP

2.2319999999999998

Topological Polar Surface Area

75.63 Å²

Hydrogen Bond Donor/Acceptor

2 / 5

Complexity

403

Safety Information

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Hazard Statement

H315 Causes skin irritation
Skin corrosion/irritation

H319 Causes serious eye irritation
Serious eye damage/eye irritation

H335 May cause respiratory irritation
Specific target organ toxicity, single exposure; Respiratory tract irritation

Synonyms & References

English

Butyldimethylsilyloxyethylcarboxyet
4-BMA
1-BMA
Intermediate of Meropenem
(3S,4S)-4-[(R)-1-carboxy-ethyl]-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidinone
β-methylazetidin-2-one
[2R-[2α(R*),3β(R*)] ]-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-α-methl-4-oxo-2-azetidineacetic acid
(R)-2-((2S,3S)-3-((R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL)-4-OXOAZETIDIN-2-YL)PROPANOIC ACID
side chain for imipenem
(3S,4S)-4-[(R)-1-carboxyethyl]-3-[(R)-1-(t-butyldimethylsilyloxy)ethyl]-2-azetidinone
(3S 4S)-3-[(R)-1-(T-BUTYLDIMETHYLSILYLOXY)ETHYL]-4-[(R)-1-CARBOXYETHYL]-2-AZETIDINONE
(3S,4S)-3-[(R)-1-(TERT-BUTYLDIMETHYLSILOXY)ETHYL]-4-[(R)-1-CARBOXYETHYL]-2-AZETIDINONE
(3S,4S)-3-[(R)-1-(TERT-BUTYLDIMETHYLSILYLOXY)ETHYL]-4-[(R)-1-CARBOXYETHYL]-2-AZETIDINONE
(3S,4S)-3-[(R)-(BUTYLDIMETHYLSILYLOXY)ETHYL]-4-[(R)-CARBOXYETHYL]-2-AZETIDINONE
4-BMA(for Meropenem)
(R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid
1-Bma Or 4-Bma
B-METHYLAZETIDIN-2-ONE
Side chain for iMipe
SS-METHYLAZETIDIN-2-ONE
(3S,4S)-3-((R)-(tert-Butyldimethyl-silyloxy)ethyl)-4((R)-carboxyethyl)-2-azetidinone
beta-Methylazetidin-2-one
(r)-2-[(3s,4s)-3-[(r)-1-(tert-butyldimethylsilyloxy)ethyl]-2-oxoazetidin-4-yl]propionic acid
(r)-2-((2s,3s
(αR,2S,3S)-3-[(1R)-1-[[(1,1-Dimethylethyl)dimethylsilyl]oxy]ethyl]-α-methyl-4-oxo-2-azetidineacetic acid (ACI)
2-Azetidineacetic acid, 3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-α-methyl-4-oxo-, [2S-[2α(S*),3β(S*)]]- (ZCI)
(3S,4S)-3-[(1R)-1-[(tert-Butyldimethylsilyl)oxy]ethyl]-4-((1R)-1-carboxyethyl)azetidin-2-one
(R)-2-[(3S,4S)-3-[(R)-1-(tert-Butyldimethylsilyloxy)ethyl]-2-oxoazetidin-4-yl]propionic acid
(3S,4S)-3-[(R)-1-(t-Butyldimethylsilyloxy)ethyl]-4-[(R)-1-carboxyethyl]-2-azetidinone
4-bma
AS-14337

MDL Number

MFCD00272297

FAQ

What is (R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid (CAS: 90776-58-2)?

This compound is a complex organic molecule featuring a propanoic acid group linked to a 4-oxoazetidin-2-yl ring with specific stereochemistry (2S,3S). The structure includes an (R)-1-((tert-Butyldimethylsilyl)oxy)ethyl substituent, making it a silyl-protected derivative. Its molecular formula is C12H23NO5Si, and it is characterized by its stability under controlled conditions and potential use in pharmaceutical synthesis.

What are the main uses of (R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid (CAS: 90776-58-2)?

This compound is primarily used as an intermediate in pharmaceutical research, particularly in the synthesis of bioactive molecules. Its unique structure, including the silyl ether group, makes it valuable for protecting functional groups during complex organic reactions. It also finds applications in medicinal chemistry and specialty chemical manufacturing.

Is (R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid (CAS: 90776-58-2) safe?

Safety data for this compound is limited, but standard lab precautions apply. It should be handled with care, using gloves and goggles to avoid skin or eye contact. Due to its chemical complexity, it is recommended to work in a fume hood and follow OSHA guidelines. Always consult safety data sheets (SDS) for specific handling instructions.

How should (R)-2-((2S,3S)-3-((R)-1-((tert-Butyldimethylsilyl)oxy)ethyl)-4-oxoazetidin-2-yl)propanoic acid (CAS: 90776-58-2) be stored?

Store in a cool, dry place (2-8°C), away from light and moisture. Use airtight, sealed containers to prevent exposure to air and humidity. The silyl ether group makes it stable under standard conditions, but long-term storage should avoid thermal degradation. Keep in a desiccator and ensure proper labeling for safe handling.