1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER

Base Information

• Chemical Name: 1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER
• CAS No.: 147804-30-6
• Molecular Formula: C11H19NO3
• Molecular Weight: 213.277
• Hs Code.: 29349990
• Mol file: 147804-30-6.mol

Synonyms:6-Aza-1-oxaspiro[2.5]octane-6-carboxylic acid tert-butylester;tert-Butyl 1-oxa-6-azaspiro[2.5]octane-6-carboxylate;1,1-Dimethylethyl1-oxa-6-azaspiro[2.5]octane-6-carboxylate;1-Oxa-6-azaspiro[2.5]octane-6-carboxylicacid tert-butyl ester;

Chemical Property of 1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER

Chemical Property:

• Melting Point: 50-52℃
• Boiling Point: 297.624 °C at 760 mmHg
• PKA: -0.82±0.20(Predicted)
• Flash Point: 133.799 °C
• PSA: 42.07000
• Density: 1.123 g/cm³
• LogP: 1.72420
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature

Purity/Quality:

98% ^*data from raw suppliers

1-Oxa-6-azaspiro[2.5]octane-6-carboxylic acid tert-butyl ester ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 22-26-36/37/39-45

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 1-Oxa-6-azaspiro[2.5]octane-6-carboxylic Acid tert-Butyl Ester is used in the synthesis of a T-type Ca2+ channel antagonist, 4-Aminomethyl-4-fluoropiperidine.

Technology Process of 1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER

There total 12 articles about 1-OXA-6-AZASPIRO[2.5]OCTANE-6-CARBOXYLIC ACID, 1,1-DIMETHYLETHYL ESTER 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%

N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-oxa-6-aza-spiro-[2.5]octane-6-caboxylic acid tert-butyl ester (147804-30-6)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In dimethyl sulfoxide; at 0 - 20 ℃; for 0.666667h;

N-tert-butyloxycarbonylpiperidin-4-one; In dimethyl sulfoxide; at 20 - 55 ℃; for 2.5h;

With water; In dimethyl sulfoxide; at 0 ℃;

Reference yield: 98.0%

trimethylsulphonium iodide (2181-42-2) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-oxa-6-aza-spiro-[2.5]octane-6-caboxylic acid tert-butyl ester (147804-30-6)

Guidance literature:

trimethylsulphonium iodide; With sodium hydride; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 0.5h;

N-tert-butyloxycarbonylpiperidin-4-one; In N,N-dimethyl-formamide; at 0 - 20 ℃; for 16h;

Reference yield: 93.0%

trimethylsulfoxonium iodide (1774-47-6) + N-tert-butyloxycarbonylpiperidin-4-one (79099-07-3) → 1-oxa-6-aza-spiro-[2.5]octane-6-caboxylic acid tert-butyl ester (147804-30-6)

Guidance literature:

With sodium hydride; In dimethyl sulfoxide;

upstream raw materials:

trimethylsulphonium iodide

N-tert-butyloxycarbonylpiperidin-4-one

trimethylsulfoxonium iodide

methylenedimethyl sulfurane

Downstream raw materials:

tert-butyl 4-hydroxy-4-[[2-(trifluoromethyl)phenyl]methyl]piperidine-1-carboxylate

4-fluoro-4-(hydroxymethyl)piperidine-1-carboxylic acid tert-butyl ester

4-aminomethyl-4-hydroxypiperidine-1-carboxylic acid tert-butyl ester

4-(4-acetyl-phenoxymethyl)-4-hydroxy-piperidine-1-carboxylic acid tert-butyl ester

Refernces

• 1、 Lamberto, Ilaria,Liu, Xiaoxi,Seo, Hyuk-Soo,Schauer, Nathan J.,Iacob, Roxana E.,Hu, Wanyi,Das, Deepika,Mikhailova, Tatiana,Weisberg, Ellen L.,Engen, John R.,Anderson, Kenneth C.,Chauhan, Dharminder,Dhe-Paganon, Sirano,Buhrlage, Sara J.. "Structure-Guided Development of a Potent and Selective Non-covalent Active-Site Inhibitor of USP7". . p. 1490 - 11,1500. Retrieved 2017.
• 2、 Zhou, Yu,Fu, Yan,Yin, Wanchao,Li, Jian,Wang, Wei,Bai, Fang,Xu, Shengtao,Gong, Qi,Peng, Tao,Hong, Yu,Zhang, Dong,Zhang, Dan,Liu, Qiufeng,Xu, Yechun,Xu, H. Eric,Zhang, Haiyan,Jiang, Hualiang,Liu, Hong. "Kinetics-Driven Drug Design Strategy for Next-Generation Acetylcholinesterase Inhibitors to Clinical Candidate". . p. 1844 - 1855. Retrieved 2021/03/01.
• 3、 Amado, Patrícia S. M.,Coelho, Jaime A. S.,Cristiano, Maria L. S.,Frija, Luís M. T.,O'neill, Paul M.. "Synthesis of Non-symmetrical Dispiro-1,2,4,5-Tetraoxanes and Dispiro-1,2,4-Trioxanes Catalyzed by Silica Sulfuric Acid". . p. 10608 - 10620. Retrieved 2021/07/31.