Tert-butyl (3-oxocyclopentyl)methylcarbamate

Base Information

• Chemical Name: Tert-butyl (3-oxocyclopentyl)methylcarbamate
• CAS No.: 1260674-55-2
• Molecular Weight: 0
• European Community (EC) Number: 849-095-8
• DSSTox Substance ID: DTXSID201158218
• Mol file: 1260674-55-2.mol

Synonyms:1260674-55-2;TERT-BUTYL (3-OXOCYCLOPENTYL)METHYLCARBAMATE;tert-butyl N-[(3-oxocyclopentyl)methyl]carbamate;DTXSID201158218;MFCD16036451;AKOS037646069;SB22348;AM805901;AS-66273;CS-0038820;tert-Butyl((3-oxocyclopentyl)methyl)carbamate;EN300-268795;tert-Butyl ((3-oxocyclopentyl)methyl)carbamate;Carbamic acid, N-[(3-oxocyclopentyl)methyl]-, 1,1-dimethylethyl ester

Chemical Property of Tert-butyl (3-oxocyclopentyl)methylcarbamate

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 213.13649347
• Heavy Atom Count: 15
• Complexity: 255

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NCC1CCC(=O)C1

Technology Process of Tert-butyl (3-oxocyclopentyl)methylcarbamate

There total 3 articles about Tert-butyl (3-oxocyclopentyl)methylcarbamate 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:

(+/-)-tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate → 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (198835-06-2) + tert-butyl [(3-oxocyclopentyl)methyl]carbamate (1260674-55-2)

Guidance literature:

(+/-)-tert-butyl 2-azabicyclo[2.2.1]hept-5-ene-2-carboxylate; With sodium tetrahydroborate; dimethyl sulfate; In tetrahydrofuran; at 30 - 40 ℃; for 3h; Inert atmosphere;

With dihydrogen peroxide; potassium hydroxide; In water; at 20 ℃; for 0.666667h;

With 1-hydroxy-3H-benz[d][1,2]iodoxole-1,3-dione; In dimethyl sulfoxide; toluene; at 60 ℃; for 3h;

DOI:10.1080/00397911003707196

Reference yield:

di-tert-butyl dicarbonate (24424-99-5) → 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (198835-06-2) + tert-butyl [(3-oxocyclopentyl)methyl]carbamate (1260674-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium chloride

2.1: sodium tetrahydroborate; dimethyl sulfate / tetrahydrofuran / 3 h / 30 - 40 °C / Inert atmosphere

2.2: 0.67 h / 20 °C

2.3: 3 h / 60 °C

With sodium tetrahydroborate; ammonium chloride; dimethyl sulfate; In tetrahydrofuran;

DOI:10.1080/00397911003707196

Reference yield:

cyclopenta-1,3-diene (542-92-7,25568-84-7,7313-32-8) → 5-oxo-2-azabicyclo[2.2.1]heptane-2-carboxylic acid tert-butyl ester (198835-06-2) + tert-butyl [(3-oxocyclopentyl)methyl]carbamate (1260674-55-2)

Guidance literature:

Multi-step reaction with 2 steps

1.1: ammonium chloride

2.1: sodium tetrahydroborate; dimethyl sulfate / tetrahydrofuran / 3 h / 30 - 40 °C / Inert atmosphere

2.2: 0.67 h / 20 °C

2.3: 3 h / 60 °C

With sodium tetrahydroborate; ammonium chloride; dimethyl sulfate; In tetrahydrofuran;

DOI:10.1080/00397911003707196

upstream raw materials:

di-tert-butyl dicarbonate

cyclopenta-1,3-diene