(R)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate

Base Information

• Chemical Name: (R)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate
• CAS No.: 127199-44-4
• Molecular Formula: C11H20N2O2
• Molecular Weight: 212.292
• DSSTox Substance ID: DTXSID50435666
• Mol file: 127199-44-4.mol

Synonyms:127199-44-4;(R)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate;TERT-BUTYL N-[(7R)-5-AZASPIRO[2.4]HEPTAN-7-YL]CARBAMATE;(R)-7-tert-Butoxycarbonylamino-5-azaspiro[2.4]heptane;(R)-7-(BOC-AMINO)-5-AZASPIRO[2.4]HEPTANE;Carbamic acid, (7R)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester (9CI);MFCD11519122;SCHEMBL12276525;AMY5824;DTXSID50435666;CGEBPOMWRHSMLI-QMMMGPOBSA-N;(R)-(5-Aza-spiro[2.4]hept-7-yl)-carbamic acid tert-butyl ester;CFA19944;FD6059;AKOS015898045;AKOS015995008;CS-W021148;AC-31191;DS-15111;tert-Butyl (7R)-5-azaspiro[2.4]heptan-7-ylcarbamate;tert-Butyl (R)-(5-azaspiro[2.4]heptan-7-yl)carbamate;Carbamic acid, N-(7R)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester;Carbamic acid,(7R)-5-azaspiro[2.4]hept-7-yl-,1,1-dimethylethyl ester(9ci)

Chemical Property of (R)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate

Chemical Property:

• Boiling Point: 329.029 °C at 760 mmHg
• PKA: 12.39±0.40(Predicted)
• Flash Point: 152.791 °C
• PSA: 53.85000
• Density: 1.099g/cm³
• LogP: 1.79630
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 0.9
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 212.152477885
• Heavy Atom Count: 15
• Complexity: 266

Purity/Quality:

99.5% ^*data from raw suppliers

(R)-tert-Butyl5-azaspiro[2.4]heptan-7-ylcarbamate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CNCC12CC2
• Isomeric SMILES: CC(C)(C)OC(=O)N[C@H]1CNCC12CC2

Technology Process of (R)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate

There total 6 articles about (R)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate 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%

C18H26N2O2 (1432056-70-6) → 7(R)-<(tert-butoxycarbonyl)amino>-5-azaspiro<2.4>heptane (127199-44-4)

Guidance literature:

With palladium 10% on activated carbon; ammonium formate; In isopropyl alcohol; at 20 ℃; Temperature; Solvent; Reagent/catalyst;

Reference yield:

7(R)-<(tert-butoxycarbonyl)amino>-5-<1(R)-phenylethyl>-5-azaspiro<2.4>heptane (127199-43-3) → 7(R)-<(tert-butoxycarbonyl)amino>-5-azaspiro<2.4>heptane (127199-44-4)

Guidance literature:

With hydrogen; 5% Pd on active carbon; In ethanol; for 6h; under 3192 Torr;

DOI:10.1021/jm00046a019

Reference yield:

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile (58632-95-4) → 7(R)-<(tert-butoxycarbonyl)amino>-5-azaspiro<2.4>heptane (127199-44-4)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 4 h

2: H₂ / 50percent aq. 5percent Pd/C / ethanol / 6 h / 3192 Torr

With hydrogen; 5% Pd on active carbon; In tetrahydrofuran; ethanol;

DOI:10.1021/jm00046a019

upstream raw materials:

7(R)-<(tert-butoxycarbonyl)amino>-5-<1(R)-phenylethyl>-5-azaspiro<2.4>heptane

2-(tert-Butoxycarbonyloxyimino)-2-phenylacetonitrile

7-(R)-amino-5-<1(R)-phenylethyl>-5-azaspiro<2.4>heptane

7-(R)-amino-5-<1(R)-phenylethyl>-4-oxo-5-azaspiro<2.4>heptane

Downstream raw materials:

7-((R)-7-Amino-5-aza-spiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-(2-fluoro-cyclopropyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

7-((R)-7-Amino-5-aza-spiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-((1R,2S)-2-fluoro-cyclopropyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

7-((R)-7-Amino-5-aza-spiro[2.4]hept-5-yl)-8-chloro-6-fluoro-1-((1S,2R)-2-fluoro-cyclopropyl)-4-oxo-1,4-dihydro-quinoline-3-carboxylic acid

Refernces

• 1、 Kimura,Atarashi,Kawakami,Sato,Hayakawa. "(Fluorocyclopropyl)quinolones. 2. Synthesis and stereochemical structure- activity relationships of chiral 7-(7-amino-5-azaspiro[2.4]heptan-5-yl)-1- (2-fluorocyclopropyl)quinolone antibacterial agents". . p. 3344 - 3352. Retrieved 2007/10/02.