tert-butyl 1-oxa-6-azaspiro[3,3]heptane-6-carboxylate

Base Information

• Chemical Name: tert-butyl 1-oxa-6-azaspiro[3,3]heptane-6-carboxylate
• CAS No.: 1223573-41-8
• Molecular Formula: C10H17NO3
• Molecular Weight: 199.25
• Hs Code.: 2934999090
• Mol file: 1223573-41-8.mol

Synonyms:tert-butyl 1-oxa-6-azaspiro[3,3]heptane-6-carboxylate;1-Oxa-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester;1-Oxa-6-azaspiro[3.3]heptane-6-carboxylic acid, 1,1-diMethylethyl ester;6-Boc-1-oxa-6-azaspiro[3.3]heptane, 96%

Chemical Property of tert-butyl 1-oxa-6-azaspiro[3,3]heptane-6-carboxylate

Chemical Property:

• Boiling Point: 278.9±33.0 °C(Predicted)
• PKA: -0.98±0.20(Predicted)
• PSA: 38.77000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.33410
• Storage Temp.: 2-8°C

Purity/Quality:

98%,99%, ^*data from raw suppliers

1-Oxa-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Statements: 52

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of tert-butyl 1-oxa-6-azaspiro[3,3]heptane-6-carboxylate

There total 3 articles about tert-butyl 1-oxa-6-azaspiro[3,3]heptane-6-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: 41.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + trimethylsulfoxonium iodide → tert-butyl 1-oxa-6-azaspiro[3.3]heptane-6-carboxylate (1223573-41-8)

Guidance literature:

trimethylsulfoxonium iodide; With potassium tert-butylate; In tert-butyl alcohol; at 50 ℃; for 1.5h; Inert atmosphere;

tert-butyl 3-oxoazetidine-1-carboxylate; In tert-butyl alcohol; at 50 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ol1003302

Reference yield: 28.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + trimethylsulfoxonium iodide (1774-47-6) → tert-butyl 1-oxa-6-azaspiro[3.3]heptane-6-carboxylate (1223573-41-8)

Guidance literature:

trimethylsulfoxonium iodide; With potassium tert-butylate; In tert-butyl alcohol; at 50 ℃; for 1.5h;

tert-butyl 3-oxoazetidine-1-carboxylate; In tert-butyl alcohol; at 50 ℃; for 48h;

Reference yield: 28.0%

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) + tert-butyl alcohol (75-65-0) → tert-butyl 1-oxa-6-azaspiro[3.3]heptane-6-carboxylate (1223573-41-8)

Guidance literature:

tert-butyl alcohol; With potassium tert-butylate; trimethylsulfoxonium iodide; at 50 ℃; for 1.5h;

tert-butyl 3-oxoazetidine-1-carboxylate; at 50 ℃; for 48h;

upstream raw materials:

tert-butyl 3-oxoazetidine-1-carboxylate

trimethylsulfoxonium iodide

tert-butyl alcohol

Downstream raw materials:

(4-bromophenyl)(1-oxa-6-azaspiro[3.3]heptan-6-yl)methanone

1-oxa-6-azaspiro[3.3]-heptane

1-oxa-6-azaspiro[3.3]heptane trifluoroacetic acid salt

Refernces

• 1、 -. "SUBSTITUTED BICYCLIC AZA-HETEROCYCLES AND ANALOGUES AS SIRTUIN MODULATORS". Page/Page column 214. . Retrieved 2013/05/09.
• 2、 Burkhard, Johannes A.,Guerot, Carine,Knust, Henner,Rogers-Evans, Mark,Carreira, Erick M.. "Synthesis and structural analysis of a new class of azaspiro[3.3]heptanes as building blocks for medicinal chemistry". supporting information; experimental part. p. 1944 - 1947. Retrieved 2010/07/04.