1-Boc-3-azetidinone

Base Information

• Chemical Name: 1-Boc-3-azetidinone
• CAS No.: 398489-26-4
• Molecular Formula: C8H13NO3
• Molecular Weight: 171.196
• Hs Code.: 29339900
• European Community (EC) Number: 627-725-0
• DSSTox Substance ID: DTXSID90364022
• Nikkaji Number: J1.185.783C
• Mol file: 398489-26-4.mol

Synonyms:1-Boc-3-azetidinone;398489-26-4;Tert-butyl 3-oxoazetidine-1-carboxylate;MFCD01861741;T-BUTYL 3-OXOAZETIDINE-1-CARBOXYLATE;1-(tert-Butoxycarbonyl)-3-azetidinone;tert-Butyl-3-oxoazetidine-1-carboxylate;1-BOC-3-OXO-AZETIDINE;N-Boc-3-azetidinone;1-Azetidinecarboxylic acid, 3-oxo-, 1,1-dimethylethyl ester;3-OXO-AZETIDINE-1-CARBOXYLIC ACID TERT-BUTYL ESTER;EC 627-725-0;3-oxoazetidine-1-carboxylic acid tert-butyl ester;1-Boc-azetidin-3-one;1-N-BOC-3-AZETIDINONE;3-Oxoazetidine, N-BOC protected;tert-Butyl3-oxoazetidine-1-carboxylate;BOC-3-oxo-azetidine;N-Boc-3-oxoazetidine;1-Boc-azetidin-3-on;1-Boc-azetidine-3-one;1-BOC-3-OXOAZETIDINE;N-BOC-AZETIDIN-3-ONE;SCHEMBL120243;1-Boc-3-azetidinone, 97%;DTXSID90364022;BCP26836;CS-D0675;t-butyl-3-oxoazetidine-1-carboxylate;AKOS005146177;AC-1059;PB33974;PS-6160;tert-butyl 3-oxoazetidin-1-carboxylate;1-(tert-Butoxycarbonyl)azetidine-3-one;3-oxo-1-(tert-butoxycarbonyl)azetidine;SY004016;1-TERT-BUTOXYCARBONYL-3-AZETIDINONE;A6649;AM20100052;B3988;FT-0649559;EN300-59151;1,1-dimethylethyl 3-oxoazetidine-1-carboxylate;3-oxo-azetidine-1-carboxylic acid t-butyl ester;3-oxyazetidine-1-carboxylic acid tert-butyl ester;3-Oxo-azetidine-1-carboxylic acid, tert-butyl ester;Q-103246;F0001-1119;Z905047144;tert-butyl 3-oxoazetidine-1-carboxylate;3-Oxo-azetidine-1-carboxylic acid tert-butyl ester;tert-Butyl 3-oxoazetidine-1-carboxylate

Chemical Property of 1-Boc-3-azetidinone

Chemical Property:

• Vapor Pressure: 0.0369mmHg at 25°C
• Melting Point: 49-52 °C
• Boiling Point: 251.3 °C at 760 mmHg
• PKA: -1.99±0.20(Predicted)
• Flash Point: 105.8 °C
• PSA: 46.61000
• Density: 1.174 g/cm³
• LogP: 0.74410
• Storage Temp.: Store under inert gas
• Sensitive.: Moisture Sensitive/Stench
• XLogP3: 0.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 171.08954328
• Heavy Atom Count: 12
• Complexity: 209

Purity/Quality:

99% ^*data from raw suppliers

1-Boc-3-azetidinone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xn, Xi
• Hazard Codes: Xi,Xn
• Statements: 22-37/38-41
• Safety Statements: 26-39

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(=O)C1
• Uses: 1-Boc-3-azetidinone can be used for the preparation of antibacterial aminoglycoside analogs.

Technology Process of 1-Boc-3-azetidinone

There total 9 articles about 1-Boc-3-azetidinone which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 99.0%

tert-butyl 3-hydroxyazetidine-1-carboxylate (141699-55-0) → tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4)

Guidance literature:

With tetrapropylammonium perruthennate; 4-methylmorpholine N-oxide; In acetonitrile; at 0 - 20 ℃; for 18h; Inert atmosphere; Molecular sieve;

DOI:10.1021/ml400528y

Reference yield: 92.0%

2,2-bis(bromomethyl)-1,3-dioxolane (20599-01-3) + tert-butyl carbazate (4248-19-5) → tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4)

Guidance literature:

With sodium carbonate; In 1,4-dioxane; at 50 ℃; for 16h; Reagent/catalyst; Solvent; Temperature;

Reference yield: 85.4%

1-tert-butoxycarbonyl-3,3-dimethoxyazetidine → tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4)

Guidance literature:

With citric acid; In water; ethyl acetate; at 20 - 40 ℃;

upstream raw materials:

tert-butyl 3-hydroxyazetidine-1-carboxylate

di-tert-butyl dicarbonate

2,2-bis(bromomethyl)-1,3-dioxolane

tert-butyl carbazate

Downstream raw materials:

tert-butyl 3-[benzyl(methyl)amino]-3-cyanoazetidine-1-carboxylate

C₁₈H₂₈N₂O₃

tert-butyl 3-(2,3-difluorophenyl)-3-hydroxyazetidine-1-carboxylate

tert-butyl 3-(3,4-difluorophenyl)-3-hydroxyazetidine-1-carboxylate

Refernces

• 1、 -. "PROCESSES OF PREPARING A JAK1 INHIBITOR". . . Retrieved 2021/12/17.
• 2、 -. "Preparation method of 3-oxazetidine-1-carboxylic acid tert-butyl ester". Paragraph 0029; 0033-0035. . Retrieved 2020/07/15.