N-Boc-endo-3-aminotropane

Base Information

• Chemical Name: N-Boc-endo-3-aminotropane
• CAS No.: 744183-20-8
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.319
• European Community (EC) Number: 863-146-1,872-664-7
• Nikkaji Number: J1.752.312K
• Mol file: 744183-20-8.mol

Synonyms:N-Boc-endo-3-aminotropane;207405-68-3;744183-20-8;tert-Butyl exo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;N-BOC-EXO-3-AMINOTROPANE;Tert-butyl (1R,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;tert-Butyl endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;tert-butyl (1R,3s,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;EXO-3-AMINO-8-BOC-8-AZABICYCLO[3.2.1]OCTANE;(1R,5S)-TERT-BUTYL 3-AMINO-8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE;(3-endo)-3-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester;TERT-BUTYL (1R,3R,5S)-3-AMINO-8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLATE;endo-8-Boc-8-azabicyclo[3.2.1]octan-3-amine;MFCD18428076;SCHEMBL961189;SCHEMBL961190;Endo-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester;N-BOC-EXO-1-AMINOTROPANE;NZJKEPNCNBWESN-PBINXNQUSA-N;BCP08173;exo-tert-butyl 3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;BBL102458;STL556260;AKOS016007798;AKOS024262734;CS-W005858;CS-W005948;8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXYLIC ACID, 3-AMINO-, 1,1-DIMETHYLETHYL ESTER, (3-ENDO)-;AS-33383;DS-14016;CS-0080059;EN300-268846;EN300-367532;(1R,3s,5S)-tert-butyl 3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;tert-butyl (3-exo)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;tert-Butyl(1R,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate;(1beta,5beta)-3alpha-Amino-8-azabicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Chemical Property of N-Boc-endo-3-aminotropane

Chemical Property:

• Boiling Point: 313.215 °C at 760 mmHg
• PKA: 10.12±0.20(Predicted)
• Flash Point: 143.227 °C
• PSA: 41.57000
• Density: 1.084g/cm³
• LogP: 2.46510
• Storage Temp.: under inert gas (nitrogen or Argon) at 2–8 °C
• XLogP3: 1.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 2
• Exact Mass: 226.168127949
• Heavy Atom Count: 16
• Complexity: 271

Purity/Quality:

98%,99%, ^*data from raw suppliers

N-Boc-exo-1-aminotropane ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(C)(C)OC(=O)N1C2CCC1CC(C2)N
• Isomeric SMILES: CC(C)(C)OC(=O)N1[C@@H]2CC[C@H]1CC(C2)N

Technology Process of N-Boc-endo-3-aminotropane

There total 15 articles about N-Boc-endo-3-aminotropane 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: 94.0%

tert-butyl (1R,3r,5S)-3-(benzylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate (207564-70-3) → tert-butyl (1R,3s,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (744183-20-8,174486-93-2)

Guidance literature:

With palladium hydroxide on carbon; ammonium formate; In ethanol; at 50 ℃; Inert atmosphere;

DOI:10.1021/jm100978n

Reference yield: 90.0%

tert-butyl (exo)-3-azido-8-azabicyclo[3.2.1]octane-8-carboxylate (1307867-04-4) → tert-butyl (1R,3s,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (744183-20-8,174486-93-2)

Guidance literature:

With 10% palladium hydroxide on charcoal; hydrogen; In methanol; at 40 ℃;

DOI:10.1016/j.bmc.2018.06.035

Reference yield: 75.0%

(1S,3S,5R)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester (1006867-18-0) → tert-butyl (1R,3s,5S)-3-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (744183-20-8,174486-93-2)

Guidance literature:

With hydrazine hydrate; In ethanol; for 3h; Reflux;

upstream raw materials:

tert-butyl (1R,3r,5S)-3-(benzylamino)-8-azabicyclo[3.2.1]octane-8-carboxylate

Boc-tropinone

1,1-Dimethylethyl 3-[(phenylmethyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

(1S,3S,5R)-3-(1,3-dioxo-1,3-dihydro-isoindol-2-yl)-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester

Downstream raw materials:

C₂₀H₂₅F₄N₃O₃

Refernces

• 1、 Fang, Yuanying,Xiong, Lijuan,Hu, Jianguo,Zhang, Shaokun,Xie, Saisai,Tu, Liangxing,Wan, Yang,Jin, Yi,Li, Xiang,Hu, Shaojie,Yang, Zunhua. "Synthesis and evaluation of novel fused pyrimidine derivatives as GPR119 agonists". . p. 103 - 111. Retrieved 2019/01/28.
• 2、 -. "8-AZABICYCLO[3.2.1]OCTANE-8-CARBOXAMIDE DERIVATIVE". . . Retrieved 2012/09/11.