6-azaspiro[2.5]octane-6-carboxylic acid, 4-hydroxy-, 1,1-dimethylethyl ester

Base Information

• Chemical Name: 6-azaspiro[2.5]octane-6-carboxylic acid, 4-hydroxy-, 1,1-dimethylethyl ester
• CAS No.: 1101840-72-5
• Molecular Formula: C12H21NO3
• Molecular Weight: 227.3
• Hs Code.: 2933990090
• Mol file: 1101840-72-5.mol

Synonyms:6-azaspiro[2.5]octane-6-carboxylic acid, 4-hydroxy-, 1,1-dimethylethyl ester;tert-Butyl 4-hydroxy-6-azaspiro[2.5]octane-6-carboxylate;4-hydroxy-6-Azaspiro[2.5]octane-6-carboxylic acid 1,1-dimethylethyl ester

Chemical Property of 6-azaspiro[2.5]octane-6-carboxylic acid, 4-hydroxy-, 1,1-dimethylethyl ester

Chemical Property:

• Boiling Point: 333.8±35.0 °C(Predicted)
• PKA: 14.70±0.20(Predicted)
• PSA: 49.77000
• Density: 1.14±0.1 g/cm3(Predicted)
• LogP: 1.70620

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl4-Hydroxy-6-azaspiro[2.5]octane-6-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 6-azaspiro[2.5]octane-6-carboxylic acid, 4-hydroxy-, 1,1-dimethylethyl ester

There total 5 articles about 6-azaspiro[2.5]octane-6-carboxylic acid, 4-hydroxy-, 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: 80.0%

diiodomethane (75-11-6) + 3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (159635-22-0) → tert-butyl 4-hydroxy-6-azaspiro[2.5]octane-6-carboxylate (1101840-72-5)

Guidance literature:

3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester; With diethylzinc; In toluene; at 25 - 30 ℃; for 0.25 - 0.5h;

diiodomethane; In toluene; at 25 ℃; for 2.5 - 4h; Product distribution / selectivity;

Reference yield: 80.0%

3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (159635-22-0) → tert-butyl 4-hydroxy-6-azaspiro[2.5]octane-6-carboxylate (1101840-72-5)

Guidance literature:

3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester; With diethylzinc; In toluene; at 25 - 30 ℃;

In toluene; at 25 ℃; for 2 - 3h; Product distribution / selectivity;

Reference yield: 54.0%

Chloroiodomethane (593-71-5) + 3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester (159635-22-0) → tert-butyl 4-hydroxy-6-azaspiro[2.5]octane-6-carboxylate (1101840-72-5)

Guidance literature:

Chloroiodomethane; With diethylzinc; In 1,2-dichloro-ethane; toluene; at 0 ℃; for 0.25h;

3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester; In 1,2-dichloro-ethane; toluene; at 0 - 20 ℃; for 1.5h; Product distribution / selectivity;

upstream raw materials:

diiodomethane

3-hydroxy-4-methylene-1-piperidinecarboxylic acid 1,1-dimethylethyl ester

Chloroiodomethane

tert-butyl 4-methylidenepiperidine-1-carboxylate

Downstream raw materials:

(S)-6-aza-spiro[2.5]octan-4-ol hydrochloride

4-[4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-5-oxo-[1,4]diazepane-1-carboxylic acid benzyl ester

(S)-4-[(R,S)-3-Hydroxy-4-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-4-oxo-butyl]-2-methyl-3-oxo-piperazine-1-carboxylic acid benzyl ester

(S)-4-[(E)-3-(3-Chloro-4-fluoro-phenyl)-acryloyl]-1-[3-((S)-4-hydroxy-6-aza-spiro[2.5]oct-6-yl)-3-oxo-propyl]-3-methyl-piperazin-2-one

Refernces

• 1、 -. "DIAZEPAM DERIVATIVES AS MODULATORS OF CHEMOKINE RECEPTORS". Page/Page column 47. . Retrieved 2011/05/06.
• 2、 -. "NOVEL HETEROCYCLYL COMPOUNDS". Page/Page column 19. . Retrieved 2010/02/17.