8-Benzyl-3a-amino-1aH,5aH-nortropane

Base Information

• Chemical Name: 8-Benzyl-3a-amino-1aH,5aH-nortropane
• CAS No.: 76272-35-0
• Molecular Formula: C14H20N2
• Molecular Weight: 216.326
• European Community (EC) Number: 616-315-7,840-452-3
• UNII: 7FK5A8SQ6H,P234Y64DRA
• DSSTox Substance ID: DTXSID801191321
• Wikidata: Q76416495
• Mol file: 76272-35-0.mol

Synonyms:76272-35-0;8-Benzyl-3a-amino-1aH,5aH-nortropane;endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine;(1R,5S)-endo-8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine;8-Benzyl-8-azabicyclo[3.2.1]octan-3-exo-amine;(1R,5S)-8-benzyl-8-azabicyclo[3.2.1]octan-3-amine;(1S,5R)-8-benzyl-8-azabicyclo[3.2.1]octan-3-amine;(3-ENDO)-8-(PHENYLMETHYL)-8-AZABICYCLO[3.2.1]OCTAN-3-AMINE;EXO-3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE;3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE;7FK5A8SQ6H;8-Benzyl-8-azabicyclo[3.2.1]octane-3-endo-amine;SCHEMBL168286;P234Y64DRA;SCHEMBL15021133;SCHEMBL21772974;(1R,5S)-endo-8-Benzyl-8-azabicyclo-[3.2.1]octan-3-amine;DTXSID801191321;AMY12569;WDA90192;MFCD08460051;AKOS015920257;AKOS017344555;AKOS037644325;DS-1433;AS-50630;CS-0003872;CS-0022861;P10756;8-Benzyl-3alpha-amino-1alphaH,5alphaH-nortropane;A865516;exo 8-Benzyl-8-azabicyclo[3.2.1]octan-3-amine;(3-exo)-8-(Phenylmethyl)-8-azabicyclo[3.2.1]octan-3-amine;8-Azabicyclo[3.2.1]octan-3-amine,8-(phenylmethyl)-,endo-;(1R,3S,5S)-8-BENZYL-8-AZABICYCLO[3.2.1]OCTAN-3-AMINE;8-Azabicyclo[3.2.1]octan-3-amine, 8-(phenylmethyl)-, (3-endo)-;8-Azabicyclo[3.2.1]octan-3-amine;8-(phenylmethyl)-endo-3-AMINO-8-BENZYL-8-AZABICYCLO[3.2.1]OCTANE (3-ENDO)-8-BENZYL-3A-AMINO-1AH5AH-NORTROPANE

Chemical Property of 8-Benzyl-3a-amino-1aH,5aH-nortropane

Chemical Property:

• Vapor Pressure: 0.000393mmHg at 25°C
• Refractive Index: 1.581
• Boiling Point: 317.1 °C at 760 mmHg
• PKA: 10.23±0.20(Predicted)
• Flash Point: 133.4 °C
• PSA: 29.26000
• Density: 1.082 g/cm³
• LogP: 2.77890
• Storage Temp.: Keep in dark place,Inert atmosphere,Room temperature
• XLogP3: 2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 216.162648646
• Heavy Atom Count: 16
• Complexity: 221

Purity/Quality:

99% ^*data from raw suppliers

(1R,5S)-endo-8-Benzyl-8-azabicyclo-[3.2.1]octan-3-amine >95% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CC2CC(CC1N2CC3=CC=CC=C3)N
• Isomeric SMILES: C1C[C@H]2CC(C[C@@H]1N2CC3=CC=CC=C3)N

Technology Process of 8-Benzyl-3a-amino-1aH,5aH-nortropane

There total 8 articles about 8-Benzyl-3a-amino-1aH,5aH-nortropane 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: 81.0%

(1R,5S)-3-Azido-8-benzyl-8-aza-bicyclo[3.2.1]octane → 3 α-amino-8-phenylmethyl-8-azabicyclo<3,2,1>octane (76272-35-0)

Guidance literature:

With lithium aluminium tetrahydride; In diethyl ether; for 2h; Ambient temperature;

Reference yield: 46.0%

8-Benzyl-1αH,5αH-nortropan-3-one Oxime (76272-34-9) → 3 α-amino-8-phenylmethyl-8-azabicyclo<3,2,1>octane (76272-35-0)

Guidance literature:

With hydrogen; platinum(IV) oxide; In ethanol; acetic acid; for 48h; under 2316.8 Torr;

DOI:10.1002/jhet.5570190307

Reference yield:

N-benzylnortropinone (28957-72-4) → 3 α-amino-8-phenylmethyl-8-azabicyclo<3,2,1>octane (76272-35-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 91 percent / Hydroxylamine hydrochloride, sodium bicarbonate / aq. ethanol / 0.5 h / 100 °C

2: 46 percent / Hydrogen / Platinum oxide / ethanol; acetic acid / 48 h / 2316.8 Torr

With hydroxylamine hydrochloride; hydrogen; sodium hydrogencarbonate; platinum(IV) oxide; In ethanol; acetic acid;

DOI:10.1002/jhet.5570190307

upstream raw materials:

8-Benzyl-1αH,5αH-nortropan-3-one Oxime

(1R,3R,5S)-8-Benzyl-3-chloro-8-aza-bicyclo[3.2.1]octane

N-benzylnortropinone

N-benzyl-3-α-aminonortropane dihydrochloride

Downstream raw materials:

3α-(N-Carbethoxy)amino-1αH,5αH-nortropane

Refernces

• 1、 Haycock-Lewandowski, Sarah J.,Wilder, Alexander,Ahman, Jens. "Development of a bulk enabling route to maraviroc (UK-427,857), a CCR-5 receptor antagonist". . p. 1094 - 1103. Retrieved 2013/01/03.
• 2、 Dostert,Imbert,Langlois,et al.. "Studies on the neuroleptic benzamides. III - Synthesis and antidopaminergic properties of new 3-nortropane derivatives". . p. 105 - 110. Retrieved 2007/10/02.