6-Azaspiro[2.5]octane-6-carboxylic acid, phenylmethyl ester

Base Information

• Chemical Name: 6-Azaspiro[2.5]octane-6-carboxylic acid, phenylmethyl ester
• CAS No.: 1037834-61-9
• Molecular Formula: C15H19NO2
• Molecular Weight: 245.321
• Mol file: 1037834-61-9.mol

Synonyms:6-Azaspiro[2.5]octane-6-carboxylic acid, phenylmethyl ester;benzyl 6-azaspiro[2.5]octane-6-carboxylate

Chemical Property of 6-Azaspiro[2.5]octane-6-carboxylic acid, phenylmethyl ester

Chemical Property:

Purity/Quality:

98%min ^*data from raw suppliers

Benzyl6-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, phenylmethyl ester

There total 1 articles about 6-Azaspiro[2.5]octane-6-carboxylic acid, phenylmethyl 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: 91.0%

diiodomethane (75-11-6) + benzyl 4-methylene-1-piperidinecarboxylate (138163-12-9) → N-cbz-6-azaspiro[2.5]octane (1037834-61-9)

Guidance literature:

diiodomethane; With diethylzinc; trifluoroacetic acid; In n-heptane; dichloromethane; at 0 ℃; for 1h;

benzyl 4-methylene-1-piperidinecarboxylate; In n-heptane; dichloromethane; at 0 - 20 ℃;

Reference yield: 99.76%

N-cbz-6-azaspiro[2.5]octane (1037834-61-9) → 6-azaspiro-[2.5]-octane hydrochloride (1037834-62-0)

Guidance literature:

N-cbz-6-azaspiro[2.5]octane; With palladium 10% on activated carbon; hydrogen; In tetrahydrofuran; at 20 ℃; for 40h; under 26252.6 Torr;

With hydrogenchloride; In tetrahydrofuran; ethyl acetate; for 0.25h;

Reference yield:

N-cbz-6-azaspiro[2.5]octane (1037834-61-9) → (+/-)-(5-((5-chloropyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)(5-methyl-2-(pyrimidin-2-yl)phenyl)methanone (1260527-48-7)

Guidance literature:

Multi-step reaction with 7 steps

1.1: hydrogen bromide / acetic acid / 3 h / 0 °C

2.1: triethylamine / dichloromethane / 18.3 h / 0 - 20 °C

3.1: N,N,N,N,-tetramethylethylenediamine; sec.-butyllithium / hexane; diethyl ether / -60 - 20 °C

3.2: 0.5 h / -78 °C

4.1: acetic acid / 1,1-dichloroethane / 3 h / 20 °C

5.1: sodium tris(acetoxy)borohydride / 1,1-dichloroethane; acetic acid / 18 h / 20 °C

6.1: trifluoroacetic acid / dichloromethane / 2 h / 0 - 20 °C

7.1: benzotriazol-1-ol; O-(benzotriazol-1-yl)-N,N,N'N'-tetramethyluronium hexafluorophosphate hydrochloride / dichloromethane / 1 h / 20 °C

7.2: 20 °C

With N,N,N,N,-tetramethylethylenediamine; O-(benzotriazol-1-yl)-N,N,N'N'-tetramethyluronium hexafluorophosphate hydrochloride; hydrogen bromide; sec.-butyllithium; sodium tris(acetoxy)borohydride; benzotriazol-1-ol; acetic acid; triethylamine; trifluoroacetic acid; In diethyl ether; 1,1-dichloroethane; hexane; dichloromethane; acetic acid;

upstream raw materials:

diiodomethane

benzyl 4-methylene-1-piperidinecarboxylate

Downstream raw materials:

6-azaspiro-[2.5]-octane hydrochloride

tert-butyl 6-azaspiro[2.5]octane-6-carboxylate

(+/-)-(2-methyl-5-phenylthiazol-4-yl)(5-((6-methylpyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)methanone

(+/-)-(2-methyl-5-phenylthiazol-4-yl)(5-((5-(trifluoromethyl)pyridin-2-ylamino)methyl)-6-azaspiro[2.5]octan-6-yl)methanone

Refernces

• 1、 -. "Compound as potassium channel modulator". Paragraph 1053; 1055; 1058; 1059. . Retrieved 2018/07/30.