BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE

Product Name: BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE
CAS No.: 128117-22-6
Chemical Name: BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE
Synonyms: 1-Cbz-3-hydroxyazetidine;N-Cbz-3-hydroxyazetidine;1-N-CBZ-3-HYDROXYAZETIDINE;1-BOC-3-Hydroxyl-azetidine;BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLA;1-Benzyloxycarbonyl-3-hydroxyazetidine;BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE;Phenylmethyl 3-hydroxyazetidine-1-carboxylate;3-Hydroxy-azetidine-1-carboxylic acid benzyl ester;3-Hydroxy-azetidine-1-carboxylic acid benzyl ester 96%
CBNumber: CB7850884
Molecular Formula: C11H13NO3
Formula Weight: 207.23
MOL File: 128117-22-6.mol

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BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE Property

Boiling point:: 356.7±42.0 °C(Predicted)
Density: 1.317
Flash point:: 169.5℃
storage temp.: 2-8°C
form: solid
pka: 14.14±0.20(Predicted)
color: White
InChI: InChI=1S/C11H13NO3/c13-10-6-12(7-10)11(14)15-8-9-4-2-1-3-5-9/h1-5,10,13H,6-8H2
InChIKey: XJWSNDGCJMGHSR-UHFFFAOYSA-N
SMILES: N1(C(OCC2=CC=CC=C2)=O)CC(O)C1

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Safety

HS Code: 29339900

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

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

TRC

Product number: B535213
Product name: Benzyl3-Hydroxyazetidine-1-carboxylate
Packaging: 10mg
Price: $45
Updated: 2021/12/16

Matrix Scientific

Product number: 068544
Product name: 1-Azetidinecarboxylic acid
Purity: 3-hydroxy-phenylmethyl ester>95%
Packaging: 5g
Price: $20
Updated: 2021/12/16

AK Scientific

Product number: X9721
Product name: 1-Cbz-3-Hydroxyazetidine
Packaging: 5g
Price: $27
Updated: 2021/12/16

ChemScene

Product number: CS-M1634
Product name: 1-Azetidinecarboxylicacid,3-hydroxy-,phenylmethylester
Purity: 99.39%
Packaging: 25g
Price: $46
Updated: 2021/12/16

SynQuest Laboratories

Product number: 4H56-1-LD
Product name: 1-Cbz-3-hydroxyazetidine
Packaging: 5G
Price: $55
Updated: 2021/12/16

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BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE Chemical Properties,Usage,Production

Synthesis

18621-18-6

501-53-1

128117-22-6

General procedure for the synthesis of 1-Benzyloxycarbonyl-3-hydroxyazetidine from 3-hydroxyazetidine hydrochloride and benzyl chloroformate: K2CO3 (63.1 g, 0.46 mol) was added to a mixed solution of water (150 mL) and THF (300 mL) containing azetidin-3-ol hydrochloride (25 g, 0.23 mol). The reaction mixture was stirred at 20-25 °C for 30 min. Subsequently, benzyl chloroformate (40.9 g, 0.24 mol) was added slowly and dropwise over 30 min. The reaction mixture was first stirred at 0-5°C and then continued to stir overnight at 20-25°C. Upon completion of the reaction, THF was removed under reduced pressure using a rotary evaporator at 30 °C. The remaining mixture was extracted with ethyl acetate (2 × 150 mL). The organic layers were combined, washed with water (1 × 50 mL), dried with Na2SO4 and concentrated. The residue was purified by silica gel fast column chromatography using ethyl acetate-heptane (1:1 and 4:1) sequentially as eluent to afford the target product, 1-benzyloxycarbonyl-3-hydroxyazetidine (47.3 g, 100%), as a clear oil. The product was characterized by 1H NMR (300 MHz, CDCl3), 13C NMR (75 MHz, CDCl3), IR and ES-HRMS, and the data were consistent with the expected structure.

References

[1] Organic Process Research and Development, 2009, vol. 13, # 1, p. 54 - 59
[2] Patent: WO2010/36329, 2010, A2. Location in patent: Page/Page column 16-17; 21
[3] Chemical Communications, 2012, vol. 48, # 45, p. 5578 - 5580
[4] Patent: WO2016/128529, 2016, A1. Location in patent: Paragraph 0800; 0801; 0802
[5] Patent: WO2014/32, 2014, A1. Location in patent: Page/Page column 33

BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE Preparation Products And Raw materials

Raw materials

Preparation Products

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BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE Suppliers

Canada 1 China 126 Germany 1 India 4 United Kingdom 2 United States 9 Global 143

Accela ChemBio Inc.

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AbaChemScene

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Alchem Pharmtech,Inc.

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Aladdin Scientific

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Synthonix Inc

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SynQuest Laboratories, Inc.

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Frontier Scientific, Inc.

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Matrix Scientific

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Alfa Chemistry

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128117-22-6, BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATERelated Search:

3-CARBOXYMETHOXY-AZETIDINE-1-CARBOXYLIC ACID BENZYL ESTER BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE 3-(TOLUENE-4-SULFONYLOXY)-AZETIDINE-1-CARBOXYLIC ACID BENZYL ESTER

BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLATE

N-Cbz-3-hydroxyazetidine

3-Hydroxy-azetidine-1-carboxylic acid benzyl ester

1-Cbz-3-hydroxyazetidine

1-Azetidinecarboxylic acid 3-hydroxy-, phenylMethyl ester

Phenylmethyl 3-hydroxyazetidine-1-carboxylate

1-Benzyloxycarbonyl-3-hydroxyazetidine

1-N-CBZ-3-HYDROXYAZETIDINE

3-Hydroxy-azetidine-1-carboxylic acid benzyl ester 96%

1-BOC-3-Hydroxyl-azetidine

BENZYL 3-HYDROXYAZETIDINE-1-CARBOXYLA

1-Azetidinecarboxylic acid, 3-hydroxy-, phenylmethyl ester - [A0169]

128117-22-6