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

Base Information

• Chemical Name: (S)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate
• CAS No.: 127199-45-5
• Molecular Formula: C11H20 N2 O2
• Molecular Weight: 212.292
• Hs Code.: 2942000000
• European Community (EC) Number: 814-385-5
• DSSTox Substance ID: DTXSID40438560
• Nikkaji Number: J961.679I
• Wikidata: Q72509692
• Mol file: 127199-45-5.mol

Synonyms:127199-45-5;(S)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate;(S)-7-tert-Butoxycarbonylamino-5-azaspiro[2.4]heptane;(S)-7-N-Boc-Amino-5-aza-spiro[2.4]heptane;tert-butyl N-[(7S)-5-azaspiro[2.4]heptan-7-yl]carbamate;CARBAMIC ACID, (7S)-5-AZASPIRO[2.4]HEPT-7-YL-, 1,1-DIMETHYLETHYL ESTER;(S)-(5-AZA-SPIRO[2.4]HEPT-7-YL)-CARBAMIC ACID TERT-BUTYL ESTER;Carbamic acid, (7S)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester (9CI);(S)-7-(BOC-AMINO)-5-AZASPIRO[2.4]HEPTANE;(7S)-7-tert-butoxycarbonylamino-5-azaspiro(2.4)heptane;(7S)-7-tert-butoxycarbonylamino-5-azaspiro[2.4]heptane;MFCD09955395;(S)-N-Boc-5-azaspiro[2.4]heptan-7-amine;SCHEMBL2738139;DTXSID40438560;CGEBPOMWRHSMLI-MRVPVSSYSA-N;BCP10392;AKOS016842277;AC-8342;AM85538;CS-W005356;AS-20033;(S)-tert-butyl5-azaspiro[2.4]heptan-7-ylcarbamate;J-502290;J-519986;7-(S)-t-butoxycarbonylamino-5-azaspiro[2.4]heptane;tert-Butyl (7S)-5-azaspiro[2.4]heptan-7-ylcarbamate;7-(S)-tert-Butoxycarbonylamino-5-azaspiro[2.4]heptane;tert-butyl (S)-(5-azaspiro[2.4]heptan-7-yl)carbamate;7-(S)-[tert-Butoxycarbonylamino]-5-azaspiro[2.4]heptane;(7S)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester;2-Methyl-2-propanyl (7S)-5-azaspiro[2.4]hept-7-ylcarbamate;(S)-(5-Azaspiro[2.4]hept-7-yl)-carbamic acid tert-butyl ester;(S)-7-tert-Butoxycarbonylamino-5-azaspiro[2.4]heptane, AldrichCPR;Carbamic acid, N-(7S)-5-azaspiro[2.4]hept-7-yl-, 1,1-dimethylethyl ester;N-[(S)-5-Azaspiro[2.4]heptan-7beta-yl]carbamic acid tert-butyl ester

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

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Boiling Point: 329.029ºC at 760 mmHg
• PKA: 12.39±0.40(Predicted)
• Flash Point: 152.791ºC
• PSA: 50.36000
• Density: 1.099g/cm3
• LogP: 1.98280
• 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% ^*data from raw suppliers

2-Methyl-2-propanyl(7S)-5-azaspiro[2.4]hept-7-ylcarbamate ^*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 (S)-tert-Butyl 5-azaspiro[2.4]heptan-7-ylcarbamate

There total 33 articles about (S)-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: 99.3%

5-benzyl-7(S)-tert-butoxycarbonylamino-5-azaspiro[2,4]heptane (1432056-70-6) → (7S)-5-azaspiro[2.4]heptan-7-ylcarbamic acid tert-butyl ester (127199-45-5)

Guidance literature:

With palladium on activated charcoal; hydrogen; In ethanol; at 20 ℃;

Reference yield: 99.0%

7(S)-<(tert-butoxycarbonyl)amino>-5-<1(R)-phenylethyl>-5-azaspiro<2.4>heptane (127199-42-2) → (7S)-5-azaspiro[2.4]heptan-7-ylcarbamic acid tert-butyl ester (127199-45-5)

Guidance literature:

With 5%-palladium/activated carbon; ammonium formate; In ethanol; for 4h; Reflux;

Reference yield: 90.0%

((S)-5-Benzyl-4-oxo-5-aza-spiro[2.4]hept-7-yl)-carbamic acid tert-butyl ester → (7S)-5-azaspiro[2.4]heptan-7-ylcarbamic acid tert-butyl ester (127199-45-5)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethanol; at 60 ℃; for 5h; under 15200 - 19000 Torr;

DOI:10.1248/cpb.46.587

upstream raw materials:

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

di-tert-butyl dicarbonate

(R)-5-Benzyl-7-hydroxy-5-aza-spiro[2.4]heptan-4-one

(S)-7-amino-5-benzyl-5-azaspiro[2.4]heptan-4-one

Downstream raw materials:

sitafloxacin

7-((S)-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、 -. "Method for (7S)-5- synthesizing [2.4] tert -7-butyl carbamic acid tert-butyl (by machine translation)". . . Retrieved 2019/12/02.
• 2、 -. "Preparation method of sitafloxacin hydrate five-membered ring side chain intermediate". Paragraph 0047; 0048; 0049. . Retrieved 2016/10/09.