N-Boc-endo-3-aminotropane

Base Information

• Chemical Name: N-Boc-endo-3-aminotropane
• CAS No.: 207405-68-3
• Molecular Formula: C12H22N2O2
• Molecular Weight: 226.319
• Hs Code.: 2933990090
• European Community (EC) Number: 863-146-1,872-664-7
• Nikkaji Number: J1.752.312K
• Mol file: 207405-68-3.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: 55.56000
• Density: 1.084 g/cm³
• LogP: 2.51380
• 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:

99%, ^*data from raw suppliers

N-Boc-endo-3-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
• Uses: N-Boc-endo-3-aminotropane is used as a reagent in the synthesis of tropane-derived CCR5 receptor antagonists.

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

There total 12 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: 100.0%

(rac)-3-[(Z)-hydroxyimino]-8-aza-bicyclo[3.2.1]octane-8-carboxylic acid tert-butyl ester → tert-butyl 3-endo-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (207405-68-3,174486-93-2)

Guidance literature:

With hydrogen; acetic acid; N-ethyl-N,N-diisopropylamine; In ethanol; at 20 ℃;

Reference yield: 94.0%

1,1-dimethylethyl endo-3-[(phenylmethyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate (207405-67-2) → tert-butyl 3-endo-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (207405-68-3,174486-93-2)

Guidance literature:

With 20% palladium hydroxide-activated charcoal; ammonium formate; In ethanol; at 50 ℃; for 2h;

Reference yield: 84.0%

N-Boc-nortropinone (185099-67-6) → tert-butyl 3-endo-amino-8-azabicyclo[3.2.1]octane-8-carboxylate (207405-68-3,174486-93-2)

Guidance literature:

N-Boc-nortropinone; With titanium(IV) isopropylate; ammonia; In methanol; at 20 ℃; for 6h;

With sodium tetrahydroborate; In methanol; at 20 ℃; for 3h;

upstream raw materials:

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

Boc-tropinone

N-Boc-nortropinone

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

Downstream raw materials:

endo-tert-butyl (1R,5S)-3-{[4-(methylsulfonyl)-2-nitrophenyl]amino}-8-azabicyclo[3.2.1]octane-8-carboxylate

endo-tert-butyl 3-[(2-nitrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

endo-tert-butyl (1R,5S)-3-[(4-fluoro-2-nifrophenyl)amino]-8-azabicyclo[3.2.1]octane-8-carboxylate

C₂₅H₃₁N₅O₃