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-Azetidin-3-ol;N-BOC-3-HYDROXYAZETIDINE;Baricitinib-012;JACS-141699-55-0;BUTTPARK 75\04-65;N-Boc-3-Azetidinol;1-Boc-azetidin-3-ol;carbamate (ARQ092 RSM2);1-BOC-3-(HYDROXY)AZETIDINE
- CBNumber:
- CB1428146
- Molecular Formula:
- C8H15NO3
- Molecular Weight:
- 173.21
- MDL Number:
- MFCD04115305
- MOL File:
- 141699-55-0.mol
- MSDS File:
- SDS
- TDS File:
- TDS
| 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) |
| UNSPSC Code | 12352100 |
| NACRES | NA.22 |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |   GHS05,GHS07 |
|||||||||
|---|---|---|---|---|---|---|---|---|---|---|
| Signal word | Danger | |||||||||
| Hazard statements | H302-H315-H318-H335 | |||||||||
| Precautionary statements | P280-P301+P312+P330-P302+P352-P305+P351+P338+P310 | |||||||||
| target organs | Respiratory system | |||||||||
| PPE | dust mask type N95 (US), Eyeshields, Gloves | |||||||||
| 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 | |||||||||
| Storage Class | 11 - Combustible Solids | |||||||||
| Hazard Classifications | Acute Tox. 4 Oral Eye Dam. 1 Skin Irrit. 2 STOT SE 3 |
|||||||||
| NFPA 704 |
|
1-N-Boc-3-hydroxyazetidine price More Price(80)
| Manufacturer | Product number | Product description | CAS number | Packaging | Price | Updated | Buy |
|---|---|---|---|---|---|---|---|
| Sigma-Aldrich | 694347 | 1-Boc-3-hydroxyazetidine 97% | 141699-55-0 | 5g | $111 | 2025-07-31 | Buy |
| Sigma-Aldrich | 694347 | 1-Boc-3-hydroxyazetidine 97% | 141699-55-0 | 1g | $26.2 | 2023-06-20 | Buy |
| TCI Chemical | B2922 | 1-(tert-Butoxycarbonyl)-3-hydroxyazetidine >96.0%(GC) | 141699-55-0 | 1g | $38 | 2026-04-30 | Buy |
| TCI Chemical | B2922 | 1-(tert-Butoxycarbonyl)-3-hydroxyazetidine >96.0%(GC) | 141699-55-0 | 5g | $73 | 2026-04-30 | Buy |
| AstaTech | 56841 | 1-N-BOC-3-HYDROXYAZETIDINE 97% | 141699-55-0 | 25G | $18 | 2026-04-30 | Buy |
1-N-Boc-3-hydroxyazetidine Chemical Properties, Uses, 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
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Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | |
|---|---|---|---|---|---|
| BTC Pharmaceutical CO. Ltd | +86-15716293042 15716293042 | info@btcpharm.com | China | 822 | 55 |
| Chengdu Firster Pharmaceutical Co., Ltd. | 028-87078428 028-87074958 | chengzhenyong@cdfirster.com | China | 2580 | 60 |
| Xianning Shen Lan Biomedical Research and Development Co., Ltd. | 18171815831 | 1341138380@qq.com | China | 4573 | 58 |
| Wuhan Augda Biotechnology Co., Ltd | 15071299552 | 262933239@qq.com | China | 7201 | 58 |
| Bayee Biotech (Anqing) Co., Ltd. | 0556-5032306 18917961636 | wtx@bayeebio.com | China | 145 | 61 |
| Nanbu County Chengxin Technology Co., Ltd. | 0838-5675166 15883665058 | nbcxkj@126.com | China | 956 | 55 |
| J & K SCIENTIFIC LTD. | 18210857532 18210857532 | jkinfo@jkchemical.com | China | 96815 | 76 |
| Meryer (Shanghai) Chemical Technology Co., Ltd. | 4006356688 18621169109 | market03@meryer.com | China | 40202 | 62 |
| INTATRADE GmbH | +49 3493/605464 | sales@intatrade.de | Germany | 3563 | 66 |
| ChemFuture PharmaTech (Jiangsu) Ltd | 5108538618 | suger.wang@chemfuture.com | China | 832 | 65 |
View Latest Price from 1-N-Boc-3-hydroxyazetidine manufacturers
| Image | Update time | Product | Price | Min. Order | Purity | Supply Ability | Manufacturer | |
|---|---|---|---|---|---|---|---|---|
 |
2026-09-02 | 1-N-Boc-3-hydroxyazetidine
141699-55-0
|
$1.00-101.00 | 1KG | 99% | Henan Fengda Chemical Co., Ltd | ||
 |
2026-05-15 | 1-N-Boc-3-hydroxyazetidine
141699-55-0
|
$1.50 | 1g | 99.0% Min | 100 Tons | Shaanxi Didu New Materials Co. Ltd | |
 |
2025-04-04 | 1-N-Boc-3-hydroxyazetidine
141699-55-0
|
1KG | 98% | 1Ton | Henan Aochuang Chemical Co.,Ltd.
|
-
- 1-N-Boc-3-hydroxyazetidine
141699-55-0
- $1.00-101.00
- 99%
- Henan Fengda Chemical Co., Ltd
-
- 1-N-Boc-3-hydroxyazetidine
141699-55-0
- $1.50
- 99.0% Min
- Shaanxi Didu New Materials Co. Ltd
-
- 1-N-Boc-3-hydroxyazetidine
141699-55-0
- 98%
- Henan Aochuang Chemical Co.,Ltd.
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