1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester

Base Information

• Chemical Name: 1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester
• CAS No.: 1223573-25-8
• Molecular Formula: C10H17NO4S
• Molecular Weight: 247.315
• Hs Code.: 2933399990
• Mol file: 1223573-25-8.mol

Synonyms:1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester;1-Thia-6-azaspiro[3.3]heptane-6-carboxylic acid, 1,1-diMethylethyl ester, 1,1-dioxide;1-Thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl 1,1-dioxide;tert-Butyl 1-thia-6-azaspiro[3.3]heptane-6-carboxylate 1,1-dioxide;tert-Butyl 1,1-dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylate

Chemical Property of 1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester

Chemical Property:

• Melting Point: 143-144℃
• Boiling Point: 416.9±38.0 °C(Predicted)
• PKA: -1.18±0.20(Predicted)
• Density: 1.32

Purity/Quality:

98%min ^*data from raw suppliers

1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylicacidtert-butylester 95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl ester

There total 5 articles about 1,1-Dioxo-1-thia-6-azaspiro[3.3]heptane-6-carboxylic acid tert-butyl 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: 100.0%

tert-butyl 1-thia-6-azaspiro[3.3]heptane-6-carboxylate (1223573-53-2) → tert-butyl 1-thia-6-azaspiro[3.3]heptane-6-carboxylate 1,1-dioxide (1223573-25-8)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In dichloromethane; at 0 - 20 ℃; for 3.75h;

Reference yield:

tert-butyl 3-oxoazetidine-1-carboxylate (398489-26-4) → tert-butyl 1-thia-6-azaspiro[3.3]heptane-6-carboxylate 1,1-dioxide (1223573-25-8)

Guidance literature:

Multi-step reaction with 5 steps

1: dichloromethane / 40 °C

2: piperidine / tetrahydrofuran / 20 °C

3: lithium aluminium tetrahydride / diethyl ether / 20 °C / Cooling with ice

4: diethoxyltriphenylphosphorane / toluene / -30 - 20 °C / Inert atmosphere

5: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Cooling with ice

With piperidine; lithium aluminium tetrahydride; diethoxyltriphenylphosphorane; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

Reference yield:

tert-butyl 3-(2-oxomethylene)azetidine-1-carboxylic acid (1223573-23-6) → tert-butyl 1-thia-6-azaspiro[3.3]heptane-6-carboxylate 1,1-dioxide (1223573-25-8)

Guidance literature:

Multi-step reaction with 4 steps

1: piperidine / tetrahydrofuran / 20 °C

2: lithium aluminium tetrahydride / diethyl ether / 20 °C / Cooling with ice

3: diethoxyltriphenylphosphorane / toluene / -30 - 20 °C / Inert atmosphere

4: 3-chloro-benzenecarboperoxoic acid / dichloromethane / 20 °C / Cooling with ice

With piperidine; lithium aluminium tetrahydride; diethoxyltriphenylphosphorane; 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; diethyl ether; dichloromethane; toluene;

upstream raw materials:

tert-butyl 1-thia-6-azaspiro[3.3]heptane-6-carboxylate

tert-butyl 3-oxoazetidine-1-carboxylate

tert-butyl 3-(2-oxomethylene)azetidine-1-carboxylic acid

tert-butyl 3-(acetylsulfanyl)-3-(2-oxoethyl)azetidine-1-carboxylate

Downstream raw materials:

(4-bromophenyl)(1,1-dioxo-1-thia-6-azaspiro[3.3]heptan-6-yl)methanone

1-thia-6-azaspiro[3.3]heptane-1,1-dioxide

1-thia-6-azaspiro[3.3]heptane 1,1-dioxide hydrochloric acid salt

Refernces

• 1、 -. "GPR40 AGONISTS IN ANTI-DIABETIC DRUG COMBINATIONS". Paragraph 0658. . Retrieved 2017/10/27.
• 2、 -. "SUBSTITUTED BICYCLIC AZA-HETEROCYCLES AND ANALOGUES AS SIRTUIN MODULATORS". Page/Page column 177. . Retrieved 2013/05/09.