Tert-butyl 1,7-diazaspiro[4,4]nonane-1-carboxylate

Base Information

• Chemical Name: Tert-butyl 1,7-diazaspiro[4,4]nonane-1-carboxylate
• CAS No.: 885268-47-3
• Molecular Formula: C₁₂H₂₂N₂O₂
• Molecular Weight: 226.319
• Hs Code.: 2933990090
• Mol file: 885268-47-3.mol

Synonyms:tert-butyl 4,7-diazaspiro[4.4]nonane-4-carboxylate;1,7-diazaspiro[4.4]nonane-1-carboxylic acid, 1,1-dimethylethyl ester;tert-butyl 1,7-diazaspiro[4.4]nonane-1-carboxylate;1,7-Diazaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester;1-Boc-1,7-diazaspiro[4.4]nonane;

Chemical Property of Tert-butyl 1,7-diazaspiro[4,4]nonane-1-carboxylate

Chemical Property:

• Vapor Pressure: 0.000339mmHg at 25°C
• Refractive Index: 1.517
• Boiling Point: 319.4 °C at 760 mmHg
• PKA: 10.54±0.20(Predicted)
• Flash Point: 147 °C
• PSA: 41.57000
• Density: 1.08 g/cm³
• LogP: 2.01610
• Storage Temp.: 2-8°C(protect from light)

Purity/Quality:

99% ^*data from raw suppliers

tert-Butyl1,7-diazaspiro[4.4]nonane-1-carboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Tert-butyl 1,7-diazaspiro[4,4]nonane-1-carboxylate

There total 5 articles about Tert-butyl 1,7-diazaspiro[4,4]nonane-1-carboxylate 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: 90.0%

tert-butyl 2-(2-chloroethyl)-2-cyanopyrrolidine-1-carboxylate (960294-12-6) → 1,7-diazaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester (885268-47-3)

Guidance literature:

With ammonium hydroxide; hydrogen; nickel; In methanol; at 50 ℃; for 6h; under 1551.49 Torr;

DOI:10.1080/00397910701571599

Reference yield: 83.0%

C14H21F3N2O3 (1148044-33-0) → 1,7-diazaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester (885268-47-3)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1016/j.bmcl.2009.01.099

Reference yield:

tert-butyl 2-carbamoylpyrrolidine-1-carboxylate (54503-10-5) → 1,7-diazaspiro[4.4]nonane-1-carboxylic acid tert-butyl ester (885268-47-3)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 85 percent / trifluoroacetic anhydride; triethylamine / CH₂Cl₂ / 0 - 20 °C

2.1: lithium diisopropylamide / tetrahydrofuran / 0.75 h / -78 °C

2.2: 55 percent / tetrahydrofuran / -78 - 20 °C

3.1: 90 percent / H₂; aq. NH₃ / Raney Ni / methanol / 6 h / 50 °C / 1551.49 Torr

With ammonium hydroxide; hydrogen; triethylamine; trifluoroacetic anhydride; lithium diisopropyl amide; nickel; In tetrahydrofuran; methanol; dichloromethane;

DOI:10.1080/00397910701571599

upstream raw materials:

tert-butyl 2-(2-chloroethyl)-2-cyanopyrrolidine-1-carboxylate

tert-butyl 2-carbamoylpyrrolidine-1-carboxylate

N-tert-butoxycarbonyl-proline

N-tert-butoxycarbonyl-α-cyanopyrrolidine

Refernces

• 1、 Tang,Qu,Xu,Ma,Chen, Shu-Hui,Li. "Practical synthesis of structurally important spirodiamine templates". . p. 3793 - 3799. Retrieved 2008/02/10.