methyl (1S,2R,3R,5R)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Base Information

• Chemical Name: methyl (1S,2R,3R,5R)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
• CAS No.: 85354-45-6
• Molecular Formula: C₁₇H₂₁NO₄
• Molecular Weight: 303.358

Synonyms:

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Chemical Property of methyl (1S,2R,3R,5R)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.87E-06mmHg at 25°C
• Boiling Point: 395.2°Cat760mmHg
• Flash Point: 192.8°C
• Density: 1.22g/cm³

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of methyl (1S,2R,3R,5R)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

There total 6 articles about methyl (1S,2R,3R,5R)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate 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:

benzoyl chloride (98-88-4) → (+/-)-allococaine (50-36-2,478-73-9,518-97-8,668-19-9,7058-74-4,21030-42-2,21030-43-3,21030-44-4,21206-60-0,47195-07-3,85354-45-6,131722-66-2,131829-33-9)

Guidance literature:

With pyridine;

DOI:10.1021/jo01092a040

Reference yield:

→ (+/-)-allococaine (50-36-2,478-73-9,518-97-8,668-19-9,7058-74-4,21030-42-2,21030-43-3,21030-44-4,21206-60-0,47195-07-3,85354-45-6,131722-66-2,131829-33-9)

Guidance literature:

rac-Allopseudoecgonin-methylester, 1.) Benzoylchlorid, 2.) K2CO3;

Reference yield:

→ dl-Cocain (50-36-2,478-73-9,518-97-8,668-19-9,7058-74-4,21030-42-2,21030-43-3,21030-44-4,21206-60-0,47195-07-3,85354-45-6,131722-66-2,131829-33-9)

Guidance literature:

Ecgonin-methylester 1e, Benzoylchlorid (S. 2440);

DOI:10.1021/ja00503a033

upstream raw materials:

benzoyl chloride

(S)-pseudoecgonine methyl ester

benzoic acid anhydride

(S)-(-)-2-(carbomethoxy)-3-tropinone

Downstream raw materials:

(S)-pseudoecgonine methyl ester

methyl (1R,2S,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate

(+)-pseudococaine