exo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane

Base Information

• Chemical Name: exo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane
• CAS No.: 132234-68-5
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.319
• European Community (EC) Number: 810-060-7
• DSSTox Substance ID: DTXSID301169096
• Wikidata: Q76423977
• Mol file: 132234-68-5.mol

Synonyms:132234-68-5;132234-69-6;exo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane;endo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane;exo-3-Boc-aminotropane;ENDO-3-BOC-AMINOTROPANE;endo-tert-Butyl 8-azabicyclo[3.2.1]octan-3-ylcarbamate;tert-Butyl (1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-ylcarbamate;tert-Butyl N-[(3-exo)-8-azabicyclo[3.2.1]octan-3-yl]carbamate;tert-butyl N-[(1S,5R)-8-azabicyclo[3.2.1]octan-3-yl]carbamate;TERT-BUTYL N-[(1R,5S)-8-AZABICYCLO[3.2.1]OCTAN-3-YL]CARBAMATE;Carbamic acid, N-(3-endo)-8-azabicyclo[3.2.1]oct-3-yl-, 1,1-dimethylethyl ester;Carbamic acid, N-(3-exo)-8-azabicyclo[3.2.1]oct-3-yl-, 1,1-dimethylethyl ester;Carbamic acid, N-8-azabicyclo[3.2.1]oct-3-yl-, 1,1-dimethylethyl ester;MFCD16660224;MFCD16661075;3-Boc-Amino-8-azabicyclo[3.2.1]octane;tert-Butyl (1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-ylcarbamate;Endo-3-(Bocamino)-8-azabicyclo[3.2.1]octane;tert-butyl N-[endo-8-azabicyclo[3.2.1]octan-3-yl]carbamate;SCHEMBL744893;SCHEMBL1116606;SCHEMBL1267773;DTXSID301169096;tert-butyl N-[(1R,3R,5S)-8-azabicyclo[3.2.1]octan-3-yl]carbamate;tert-butyl N-[(1R,3S,5S)-8-azabicyclo[3.2.1]octan-3-yl]carbamate;AKOS015841369;AKOS015950388;AKOS025311385;AKOS026674388;AS-18264;AS-33392;AS-33393;CS-0049378;EN300-155896;EN300-303504;EN300-735952;A854709;W-205398;W-205399;tert-Butyl (3-endo)-8-azabicyclo[3.2.1]oct-3-ylcarbamate;Not available;tert-butyl ((1R,3r,5S)-8-azabicyclo[3.2.1]octan-3-yl)carbamate;tert-butyl ((1R,3s,5S)-8-azabicyclo[3.2.1]octan-3-yl)carbamate;tert-Butyl N-[(3-endo)-8-azabicyclo[3.2.1]octan-3-yl]carbamate;1,1-Dimethylethyl N-(3-endo)-8-azabicyclo[3.2.1]oct-3-ylcarbamate

Chemical Property of exo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane

Chemical Property:

• Refractive Index: 1.51
• Boiling Point: 333.8 °C at 760 mmHg
• PKA: 12.36±0.20(Predicted)
• Flash Point: 155.7 °C
• PSA: 50.36000
• Density: 1.06 g/cm³
• LogP: 2.51380
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 226.168127949
• Heavy Atom Count: 16
• Complexity: 261

Purity/Quality:

97% ^*data from raw suppliers

Exo-3-(boc-amino)-8-azabicyclo[3.2.1]octane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)NC1CC2CCC(C1)N2
• Isomeric SMILES: CC(C)(C)OC(=O)NC1C[C@H]2CC[C@@H](C1)N2

Technology Process of exo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane

There total 10 articles about exo-3-(Boc-amino)-8-azabicyclo[3.2.1]octane 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: 97.0%

exo-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-carbamic acid tert-butyl ester (132259-54-2,287114-24-3) → exo-3-<<(1,1-dimethylethoxy)carbonyl>amino>-8-azabicyclo<3.2.1>octane (132234-68-5)

Guidance literature:

With hydrogen; 10% palladium on activated carbon; In methanol; at 40 - 50 ℃; for 1.5h; under 760.051 Torr;

Reference yield:

C12H22N2O2*C2H4O2 → exo-3-<<(1,1-dimethylethoxy)carbonyl>amino>-8-azabicyclo<3.2.1>octane (132234-68-5)

Guidance literature:

With sodium hydroxide; In dichloromethane; at 10 - 22 ℃; for 0.5h;

Reference yield:

8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl-amine (76272-36-1) → exo-3-<<(1,1-dimethylethoxy)carbonyl>amino>-8-azabicyclo<3.2.1>octane (132234-68-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 6.16 g / 1N aq. NaOH / 2-methyl-propan-2-ol / 3 h

2: H₂ / 20percent Pd/C / methanol / 2585.7 Torr

With sodium hydroxide; hydrogen; palladium on activated charcoal; In methanol; tert-butyl alcohol;

DOI:10.1021/jm00106a029

upstream raw materials:

exo-(8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl)-carbamic acid tert-butyl ester

di-tert-butyl dicarbonate

8-benzyl-8-aza-bicyclo[3.2.1]oct-3-yl-amine

8-benzyl-8-azabicyclo[3.2.1] octan-3-one oxime

Downstream raw materials:

tert-butyl N-[8-(4-methoxyphenylmethyl)-8-azabicyclo[3.2.1]oct-3β-yl]-carbamate

tert-butyl 8-(3-(1-acetyl-N-(3-chloro-4-methylphenyl)-4-piperidineformamide)propyl)-3-exo-8-azabicyclo[3.2.1]octan-3-carbamate

1-acetyl-N-(3-(3-exo-amino-8-azabicyclo[3.2.1]oct-8-yl)propyl)-N-(3-chloro-4-methylphenyl)-4-piperidinylcarboxamide

1-acetyl-N-(3-chloro-4-methylphenyl)-N-(3-(3-exo-(2-phenylacetamido)-8-azabicyclo[3.2.1]oct-8-yl)propyl)-4-piperidinylcarboxamide