Tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate
• CAS No.: 152537-04-7
• Molecular Formula: C₁₀H₁₇NO₃
• Molecular Weight: 199.25
• Hs Code.: 2933990090
• European Community (EC) Number: 813-197-0
• DSSTox Substance ID: DTXSID50697020
• Wikidata: Q82626829
• Mol file: 152537-04-7.mol

Synonyms:152537-04-7;TERT-BUTYL 3-(2-OXOETHYL)AZETIDINE-1-CARBOXYLATE;1-Boc-3-(2-oxoethyl)azetidine;1-Azetidinecarboxylic aci...;1-BOC-AZETIDINE-3-ACETALDEHYDE;MFCD18374993;1-AZETIDINECARBOXYLIC ACID, 3-(2-OXOETHYL)-, 1,1-DIMETHYLETHYL ESTER;tert-Butyl3-(2-oxoethyl)azetidine-1-carboxylate;SCHEMBL3713776;DTXSID50697020;JWHFSDTYDAIZID-UHFFFAOYSA-N;CGA53704;AKOS016002983;PB25671;AS-34128;SY022749;CS-0048386;EN300-223264;N-tert-Butyloxycarbonyl-3-formylmethylazetidine;A883897;Z1255453475

Chemical Property of Tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate

Chemical Property:

• Boiling Point: 281.0±13.0 °C(Predicted)
• PKA: -1.85±0.40(Predicted)
• PSA: 46.61000
• Density: 1.082±0.06 g/cm3(Predicted)
• LogP: 1.38020
• Storage Temp.: Inert atmosphere,Store in freezer, under -20°C
• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 199.12084340
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

97% ^*data from raw suppliers

1-Boc-3-(2-oxoethyl)azetidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1CC(C1)CC=O

Technology Process of Tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate

There total 4 articles about Tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate 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: 98.8%

tert-butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate (152537-03-6) → tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate (152537-04-7)

Guidance literature:

With oxalyl dichloride; triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 - 20 ℃; for 0.5h;

Reference yield:

2-(1-(tert-butoxycarbonyl)azetidin-3-yl)acetic acid (183062-96-6) → tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate (152537-04-7)

Guidance literature:

2-(1-(tert-butoxycarbonyl)azetidin-3-yl)acetic acid; With oxalyl dichloride; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 3h; Cooling with ice; Inert atmosphere;

With triethylamine; In dichloromethane; dimethyl sulfoxide; at -78 ℃; for 1h;

DOI:10.1016/j.bmcl.2014.06.026

Reference yield:

tert-butyl 3-(2-methoxy-2-oxo-ethyl)azetidine-1-carboxylate (497160-14-2) → tert-butyl 3-(2-oxoethyl)azetidine-1-carboxylate (152537-04-7)

Guidance literature:

Multi-step reaction with 2 steps

1: lithium aluminium tetrahydride / tetrahydrofuran / 0.5 h / 0 °C

2: 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid / dichloromethane / 0.5 h / 0 °C

With lithium aluminium tetrahydride; 2,2,6,6-Tetramethyl-1-piperidinyloxy free radical; trichloroisocyanuric acid; In tetrahydrofuran; dichloromethane;

upstream raw materials:

2-(1-(tert-butoxycarbonyl)azetidin-3-yl)acetic acid

tert-butyl 3-(2-methoxy-2-oxo-ethyl)azetidine-1-carboxylate

tert-butyl 3-(2-hydroxyethyl)azetidine-1-carboxylate

Downstream raw materials:

3-(2-phenoxy-2-phenylethyl)azetidine

3-(2-(2-chlorophenoxy)-2-phenylethyl)azetidine

3-(2-phenyl-2-(o-tolyloxy)ethyl)azetidine

3-(2-(2-fluorophenoxy)-2-phenylethyl)azetidine