ChemicalBook > CAS DataBase List > 1-N-Boc-3-hydroxyazetidine

1-N-Boc-3-hydroxyazetidine

Product Name: 1-N-Boc-3-hydroxyazetidine
CAS No.: 141699-55-0
Chemical Name: 1-N-Boc-3-hydroxyazetidine
Synonyms: TERT-BUTYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE;N-BOC-3-HYDROXYAZETIDINE;Baricitinib-012;JACS-141699-55-0;BUTTPARK 75\04-65;N-Boc-3-Azetidinol;1-Boc-azetidin-3-ol;N-Boc-Azetidin-3-ol;carbamate (ARQ092 RSM2);1-BOC-3-(HYDROXY)AZETIDINE
CBNumber: CB1428146
Molecular Formula: C8H15NO3
Formula Weight: 173.21
MOL File: 141699-55-0.mol

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1-N-Boc-3-hydroxyazetidine Property

Melting point:: 36-43 °C
Boiling point:: 253.7±33.0 °C(Predicted)
Density: 1.184±0.06 g/cm3(Predicted)
Flash point:: >110℃
storage temp.: 2-8°C
solubility: soluble in Methanol
pka: 14.16±0.20(Predicted)
form: Solid
color: White to light yellow
InChI: InChI=1S/C8H15NO3/c1-8(2,3)12-7(11)9-4-6(10)5-9/h6,10H,4-5H2,1-3H3
InChIKey: XRRXRQJQQKMFBC-UHFFFAOYSA-N
SMILES: N1(C(OC(C)(C)C)=O)CC(O)C1
CAS DataBase Reference: 141699-55-0(CAS DataBase Reference)

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Safety

Hazard Codes: Xi,Xn
Risk Statements: 36/37/38-41-22
Safety Statements: 26-36/37/39
WGK Germany: 3
TSCA: No
HazardClass: IRRITANT
HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Danger

Hazard statements

H302Harmful if swallowed

H315Causes skin irritation

H318Causes serious eye damage

H335May cause respiratory irritation

Precautionary statements

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

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N-Bromosuccinimide Price

Sigma-Aldrich

Product number: 694347
Product name: 1-Boc-3-hydroxyazetidine
Purity: 97%
Packaging: 5g
Price: $111
Updated: 2025/07/31

Sigma-Aldrich

Product number: 694347
Product name: 1-Boc-3-hydroxyazetidine
Purity: 97%
Packaging: 1g
Price: $26.2
Updated: 2023/06/20

TCI Chemical

Product number: B2922
Product name: 1-(tert-Butoxycarbonyl)-3-hydroxyazetidine
Purity: >96.0%(GC)
Packaging: 1g
Price: $36
Updated: 2025/07/31

TCI Chemical

Product number: B2922
Product name: 1-(tert-Butoxycarbonyl)-3-hydroxyazetidine
Purity: >96.0%(GC)
Packaging: 5g
Price: $69
Updated: 2025/07/31

TRC

Product number: T135520
Product name: tert-Butyl3-Hydroxyazetidine-1-carboxylate
Packaging: 500mg
Price: $60
Updated: 2021/12/16

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1-N-Boc-3-hydroxyazetidine Chemical Properties,Usage,Production

Chemical Properties

white powder

Uses

1-N-Boc-3-hydroxyazetidine is a non-cleavable ADC linker used in the synthesis of antibody-drug conjugates (ADCs). 1-N-Boc-3-hydroxyazetidine is also a alkyl chain-based PROTAC linker that can be used in the synthesis of PROTACs

Synthesis

18621-17-5

24424-99-5

141699-55-0

General procedure for the synthesis of N-Boc-3-hydroxyazetidine from 1-diphenylmethyl-3-hydroxyazetidine and di-tert-butyl dicarbonate: (1) Dissolve 1-diphenylmethyl-3-hydroxyazetidine (10.0 g, 41.8 mmol) in methanol (300 ml), add 10% palladium-carbon catalyst (10.0 g), and carry out the catalytic hydrogenation reaction at room temperature for 3 hours. After completion of the reaction, the catalyst was removed by filtration. To the filtrate was added di-tert-butyl dicarbonate (18.2 g, 83.6 mmol) and stirred at room temperature for 1 hour. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The residue was purified by silica gel column chromatography with the eluent being hexane: ethyl acetate (1:1→1:2) to afford 1-tert-butoxycarbonyl-3-hydroxyazetidine (7.05 g, 97% yield). (2) To a solution of 1-tert-butoxycarbonyl-3-hydroxyazetidine (2.5 g, 14.4 mmol) in dimethylformamide (125 ml) was added sodium hydride (55% oil dispersion) under ice bath conditions. The ice bath was stirred for 10 minutes followed by 30 minutes at room temperature. Subsequently, iodomethane (1.79 ml, 28.8 mmol) was added to the ice bath and the ice bath was stirred for 10 minutes followed by 1 hour at room temperature. After completion of the reaction, 10% aqueous acetic acid solution was added to the ice bath and stirred for 30 minutes. The reaction mixture was partitioned between ethyl acetate and 10% aqueous sodium chloride solution. The organic layer was washed sequentially with saturated aqueous sodium bicarbonate solution and saturated aqueous sodium chloride solution, dried over anhydrous sodium sulfate, filtered and concentrated under reduced pressure. The residue was purified by silica gel column chromatography with hexane:ethyl acetate (2:1) as eluent to afford 1-tert-butoxycarbonyl-3-methoxyazetidine (2.18 g, 81% yield) as a colorless oil.1H-NMR (400 MHz, CDCl3): δ (ppm) 4.16-4.10 (1H, m), 4.09-4.03 (2H, m ), 3.82 (2H, dd, J = 10.2,4.4Hz), 3.28 (3H, s), 1.44 (9H, s).

IC 50

Non-cleavable Linker

References

[1] Beck A, et al. Strategies and challenges for the next generation of antibody-drug conjugates. Nat Rev Drug Discov. 2017;16(5):315-337. DOI:10.1038/nrd.2016.268
[2] Nalawansha DA, et al. PROTACs: An Emerging Therapeutic Modality in Precision Medicine. Cell Chem Biol. 2020;27(8):998-985. DOI:10.7554/eLife.57277

1-N-Boc-3-hydroxyazetidine Preparation Products And Raw materials

Raw materials

3-Hydroxyazetidine hydrochloride Acetonitrile Ammonium formate Toluene Di-tert-butyl dicarbonate Triethylamine Benzophenone Palladium Ethyl acetate Hydrochloric acid Hydrogen Dichloromethane Methanol Epichlorohydrin PETROLEUM ETHER Citric acid

Preparation Products

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1-N-Boc-3-hydroxyazetidine Suppliers

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View Lastest Price from 1-N-Boc-3-hydroxyazetidine manufacturers

Henan Aochuang Chemical Co.,Ltd.

Product: 1-N-Boc-3-hydroxyazetidine 141699-55-0
Price: US $0.00-0.00/KG
Min. Order: 1KG
Purity: 98%
Supply Ability: 1Ton
Release date: 2022-10-08

Henan Fengda Chemical Co., Ltd

Product: 1-N-Boc-3-hydroxyazetidine 141699-55-0
Price: US $101.00-1.00/KG
Min. Order: 1KG
Purity: 99%
Supply Ability: g-kg-tons, free sample is available
Release date: 2023-12-28

Hong Kong Tiansheng New Material Trading Co., Ltd

Product: 1-Boc-3-hydroxyazetidine 141699-55-0
Price: US $8.00/Kg/Bag
Min. Order: 1Kg/Bag
Purity: 98%
Supply Ability: 10KG
Release date: 2021-09-24

141699-55-0, 1-N-Boc-3-hydroxyazetidineRelated Search:

tert-Butyl peroxyacetate Cyhalofop-butyl 1-Bromobutane tert-Butyl acetate Butyl acetate Azetidine n-Butane Diethylene glycol monobutyl ether RESMETHRIN 1-Chloro-2-methylpropane 2-Butoxyethanol Buprofezin ISOBUTANE tert-Butanol N-Boc-3-pyrrolidinone N-BOC-3-AZA-HEPTAN-1-ONE Butyl acrylate tert-Butyl 4-broMo-1H-pyrrolo[2,3-c]pyridine-1-carboxylate

BUTTPARK 75\04-65

3-HYDROXYAZETIDINE, N-BOC PROTECTED

3-HYDROXY-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER

1-N-BOC-3-HYDROXYAZETIDINE

1-BOC-3-(HYDROXY)AZETIDINE

TERT-BUTYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE

N-BOC-3-HYDROXYAZETIDINE

1-TERT-BUTOXYCARBONYL-3-AZETIDINOL

1-TERT-BUTOXYCARBONYL-3-HYDROXYAZETIDINE

3-Hydroxyazetidine, N-BOC protected 97%

1-tert-Butoxycarbonyl-3-azetidinol tert-butyl 3-hydroxyazetidine-1-carboxylate 1-BOC-3-(HYDROXY)AZETIDINE 1-(tert-Butoxycarbonyl)-3-azetidinol

1-(TERT-BUTOXYCARBONYL)-3-HYDROXYAZETIDINE,98.0%(GC)

1-Boc-azetidin-3-ol

1-Azetidinecarboxylic acid, 3-hydroxy-, 1,1-dimethylethyl ester

JACS-141699-55-0

tert-butyl 3-hydro×yazetidine-1-carbo×ylate

1-Boc-3-hydroxyazetidine tert-Butyl 3-Hydroxyazetidine-1-carboxylate 3-Hydroxyazetidine-1-carboxylic Acid tert-Butyl Ester

tert-Butyl 3-hydroxyazetidine-1-carboxylate, 1-(tert-Butoxycarbonyl)-3-hydroxyazetidine

1-Boc-3-(Hydroxy)azetidine ,97%

carbamate (ARQ092 RSM2)

3-hydroxy-1-azetidinecarboxylic acid tert-butyl ester

1-Boc-3-hydroxyazetidine 97%

N-Boc-Azetidin-3-ol

1-azetidinecarboxylic acid, 3-hydroxy-, 1,1-dimethylethyl

N-Boc-3-Azetidinol

1-(tert-Butoxycarbonyl)-3-hydroxyazetidine &gt

Baricitinib-012

1-N-Boc-3-hydroxyazetidine ISO 9001：2015 REACH

1-N-Boc-3-hydroxyl-azetidine

tert-butyl-3-hydroxyazetidine-4-carboxylate

1-Boc-3-hydroxyazetidine, 95%

tert-Butyl 3-hydroxyazetidine-1-carboxylate - [B5483]

141699-55-0

141699-88-0

41699-55-0

CMLLYL

Ring Systems

B-Amino

Azetidines

Simple 4-Membered Ring Compounds