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142253-56-3

142253-56-3 Structure

142253-56-3 Structure
IdentificationBack Directory
[Name]

1-Boc-azetidine-3-ylmethanol
[CAS]

142253-56-3
[Synonyms]

EOS-61767
Boc-Azetidin-3-ylMethanol
1-Boc-3-(hydroxymethyl)az...
1-Boc-3-azetidinemethanol,95%
1-BOC-AZETIDINE-3-YL METHANOL
1-Boc-3-azetidineMethanol, 95%
1-N-Boc-3-hydroxyMethyazetidine
1-Boc-3-(hydroxymethyl)azetidine
1-Boc-3-(hydroxyMethyl)azetidine, 97+%
3-(Hydroxymethyl)azetidine-1-carboxylate
1-(tert-Butoxycarbonyl)-3-azetidineMethanol
tert-butyl 2-(azetidin-3-yl)-2-hydroxyacetate
1-(tert-Butoxycarbonyl)-3-azetidinemethanol >
TERT-BUTYL 3-(HYDROXYMETHYL)AZETIDINE-1-CARBOXYLATE
3-HYDROXYMETHYL-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER
1-Azetidinecarboxylic acid, 3-(hydroxyMethyl)-, 1,1-diMethylethyl ester
[EINECS(EC#)]

218-697-7
[Molecular Formula]

C9H17NO3
[MDL Number]

MFCD06656141
[MOL File]

142253-56-3.mol
[Molecular Weight]

187.24
Questions And AnswerBack Directory
[Synthesis]

Starting with valerolactone, methyl 2,5-dibromovalerate is obtained through bromination and ring-opening. This methyl 2,5-dibromovalerate is then disubstituted and cyclized with α-phenylethylamine to generate aza-1-[(S)-1-phenethyl]-3-methoxycarbonylazacyclobutane. After column chromatography separation, reduction to an alcohol by lithium aluminum hydride, followed by hydrogenolysis to remove the 1-phenethyl group and introduce a Boc protecting group, yielding 1-Boc-Azetidine-3-yl-methanol. The synthetic reaction formula is shown in the figure below:

1.jpg

Chemical PropertiesBack Directory
[Melting point ]

55 °C
[Boiling point ]

268-273℃
[density ]

1.115
[Fp ]

117°(243°F)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

Soluble in Dimethyl sulfoxide (DMSO).
[form ]

powder to lump
[pka]

14.82±0.10(Predicted)
[color ]

White to Almost white
[InChI]

InChI=1S/C9H17NO3/c1-9(2,3)13-8(12)10-4-7(5-10)6-11/h7,11H,4-6H2,1-3H3
[InChIKey]

HXRDRJKAEYHOBB-UHFFFAOYSA-N
[SMILES]

N1(C(OC(C)(C)C)=O)CC(CO)C1
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H315-H319-H335
[Precautionary statements ]

P261-P280a-P304+P340-P305+P351+P338-P405-P501a
[Hazard Codes ]

Xi
[Risk Statements ]

36/37/38
[Safety Statements ]

23-26-37-60
[TSCA ]

No
[HazardClass ]

IRRITANT
[HS Code ]

29339900
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Sodium hydroxide-->Hydrochloric acid-->Methanol-->Tetrahydrofuran-->Dichloromethane-->Thionyl chloride-->Toluene-->Ammonia-->Lithium Aluminum Hydride-->Palladium-->Acetonitrile-->Formaldehyde-->Sodium borohydride-->Di-tert-butyl dicarbonate-->Diethyl malonate-->Trifluoroacetic anhydride-->Benzylamine-->N,N-Diisopropylethylamine-->Boron trifluoride diethyl etherate
Hazard InformationBack Directory
[Description]

1-Boc-Azetidine-3-yl-methanol is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). This compound is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs.
[Chemical Properties]

Clear colorless liquid
[Uses]

It is an intermediate in organic syntheses
Spectrum DetailBack Directory
[Spectrum Detail]

1-Boc-azetidine-3-ylmethanol(142253-56-3)1HNMR
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