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Azetidon

Azetidon structure

CAS No:
76855-69-1
Formula:
C13H25NO4Si
Chemical Name:
Azetidon
Synonyms:
2-Azetidinone,4-(acetyloxy)-3-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-,(3R,4R)-;2-Azetidinone,4-(acetyloxy)-3-[1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-,[3R-[3α(R*),4β]]-;(3R,4R)-4-(Acetyloxy)-3-[(1R)-1-[[(1,1-dimethylethyl)dimethylsilyl]oxy]ethyl]-2-azetidinone;(1′R,3R,4R)-4-acetoxy-3-(1′-tert-butyldimethylsilyloxyethyl)-2-azetidinone;(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]azetidinone;Azetidon;(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsiloxy)ethyl]azetidin-2-one;(3R,4R)-4-Acetoxy-3-[(R)-1-(tert-butyldimethylsilyloxy)ethyl]-2-azetidinone;(2R,3R)-3-((R)-1-(tert-Butyldimethylsiloxy)ethyl)-4-oxoazetidin-2-yl acetate;134354-63-5;91616-50-1
Categories:
Pharmaceutical Intermediates > Antibacterials

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Description

white to light yellow crystal powde

An acetoxyazetidinone derivative used as an intermediate in the preparation of carbapenem antibiotics.

Azetidon Basic Attributes

Molecular Weight：

287.43

Exact Mass：

287.43

EC Number：

408-050-9

UNII：

75874VBV1X

HScode：

2933990090

Characteristics

PSA：

64.6

XLogP3：

2.36070

Appearance：

white to light yellow crystal powder

Density：

1.0±0.1 g/cm3

Melting Point：

72-74 °C

Boiling Point：

358.318ºC at 760 mmHg

Flash Point：

170.5±23.7 °C

Refractive Index：

1.464

Storage Conditions：

2-8°C

Specific rotation：

51 º (c=1, chloroform)

Safety Information

Hazard category：

Transport codes：

UN 3077 9/PG 3

wgk germany：

hazard class code：

36-43-51/53

safety instructions：

24-26-37-61

Marks：

Xi,N

Precautionary statement(s)：

P273-P280-P305 + P351 + P338

Hazard Statements：

H317-H319-H411

RIDADR：

UN 3077

GHS Classification：

|Warning|H317: May cause an allergic skin reaction [Warning Sensitization, Skin]|P261, P264, P272, P273, P280, P302+P352, P305+P351+P338, P321, P333+P313, P337+P313, P363, P391, and P501|H317 (100%): May cause an allergic skin reaction [Warning Sensitization, Skin]|The GHS information provided by 1 company from 1 notification to the ECHA C&L Inventory.|Aggregated GHS information provided by 39 companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Azetidon Use and Manufacturing

An acetoxyazetidinone derivative used as an intermediate in the preparation of carbapenem antibiotics.

Computed Properties

Molecular Weight:287.43
Hydrogen Bond Donor Count:1
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:6
Exact Mass:287.15528481
Monoisotopic Mass:287.15528481
Topological Polar Surface Area:64.6
Heavy Atom Count:19
Complexity:375
Defined Atom Stereocenter Count:3
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes

Synthesis Route

83247-78-3

131991-76-9

1301239-61-1

Material

Triethylamine

Potassium hydroxide

Hydrogen

Ethanol

Acetonitrile

tert-Butylamine

Hydrochloric acid

Sodium hypochlorite

Oxygen

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