N-BOC-1-OXA-8-AZA-SPIRO[4.5]DECAN-3-OL

Base Information

• Chemical Name: N-BOC-1-OXA-8-AZA-SPIRO[4.5]DECAN-3-OL
• CAS No.: 240401-09-6
• Molecular Formula: C13H23NO4
• Molecular Weight: 257.33
• Hs Code.: 2934999090
• Mol file: 240401-09-6.mol

Synonyms:N-Boc-1-oxa-8-azaspiro[4.5]decan-3-ol;3-Hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylic acid tert-butyl ester;

Chemical Property of N-BOC-1-OXA-8-AZA-SPIRO[4.5]DECAN-3-OL

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.521
• Boiling Point: 390.991 °C at 760 mmHg
• PKA: 14.34±0.20(Predicted)
• Flash Point: 190.265 °C
• PSA: 59.00000
• Density: 1.166 g/cm³
• LogP: 1.47520
• Storage Temp.: under inert gas (nitrogen or Argon) at 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

tert-Butyl3-Hydroxy-1-oxa-8-azaspiro[4.5]decane-8-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of N-BOC-1-OXA-8-AZA-SPIRO[4.5]DECAN-3-OL

There total 6 articles about N-BOC-1-OXA-8-AZA-SPIRO[4.5]DECAN-3-OL 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: 96.0%

tert-butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate (954236-44-3) → tert-butyl 3-hydroxy-1-oxa-8-azaspiro[ 4.5]decane-8-carboxylate (240401-09-6)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 23 ℃; for 2h; Inert atmosphere;

Reference yield: 48.0%

tert-butyl 1-oxa-8-azaspiro[4.5]dec-3-ene-8-carboxylate (757239-75-1) → tert-butyl 3-hydroxy-1-oxa-8-azaspiro[ 4.5]decane-8-carboxylate (240401-09-6)

Guidance literature:

tert-butyl 1-oxa-8-azaspiro[4.5]dec-3-ene-8-carboxylate; With borane-THF; In tetrahydrofuran; at 0 - 20 ℃; for 1h;

With sodium hydroxide; dihydrogen peroxide; In tetrahydrofuran; water; at 0 - 20 ℃; for 18h;

Reference yield: 35.0%

1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine (203662-51-5) → tert-butyl 3-hydroxy-1-oxa-8-azaspiro[ 4.5]decane-8-carboxylate (240401-09-6)

Guidance literature:

1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine; With sodium periodate; In water; tert-butyl alcohol; at 50 ℃; for 0.5h; Industry scale;

With sodium disulfite; In water; tert-butyl alcohol; at 20 - 50 ℃; for 59h; Industry scale;

upstream raw materials:

tert-butyl 1-oxa-8-azaspiro[4.5]dec-3-ene-8-carboxylate

tert-butyl 3-(benzyloxy)-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

1-(t-butoxycarbonyl)-4-(prop-2-enyl)-4-hydroxypiperidine

tert-butyl 3-oxo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

Downstream raw materials:

tert-butyl 3-bromo-1-oxa-8-azaspiro[4.5]decane-8-carboxylate

C₁₅H₁₈F₃NO₂

C₁₅H₁₈F₃NO

C₁₄H₁₈ClNO

Refernces

• 1、 -. "HETEROCYCLIC SPIRO COMPOUNDS AS MAGL INHIBITORS". Paragraph 0322; 0339. . Retrieved 2018/08/09.
• 2、 Meyers, Marvin J.,Long, Scott A.,Pelc, Matthew J.,Wang, Jane L.,Bowen, Scott J.,Schweitzer, Barbara A.,Wilcox, Mark V.,McDonald, Joseph,Smith, Sarah E.,Foltin, Susan,Rumsey, Jeanne,Yang, Young-Sun,Walker, Mark C.,Kamtekar, Satwik,Beidler, David,Thorarensen, Atli. "Discovery of novel spirocyclic inhibitors of fatty acid amide hydrolase (FAAH). Part 2. Discovery of 7-azaspiro[3.5]nonane urea PF-04862853, an orally efficacious inhibitor of fatty acid amide hydrolase (FAAH) for pain". scheme or table. p. 6545 - 6553. Retrieved 2011/12/04.