(1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester
• CAS No.: 204327-18-4
• Molecular Formula: C₁₆H₂₁NO₂
• Molecular Weight: 259.348
• Mol file: 204327-18-4.mol

Synonyms:(1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Chemical Property of (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester

There total 4 articles about (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester 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: 78.0%

benzyl bromide (100-39-0) + (1S,3R,4R)-2-aza-bicyclo<2.2.1>heptane-3-carboxylic acid ethyl ester (204327-17-3,245429-73-6,385808-62-8) → (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester (204327-18-4)

Guidance literature:

With potassium carbonate; In acetonitrile; for 32h; Ambient temperature;

DOI:10.1021/jo9718096

Reference yield:

benzyl bromide (100-39-0) + ethyl (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-3-carboxylate hydrochloride (188057-41-2,229014-45-3) → (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester (204327-18-4)

Guidance literature:

With potassium carbonate; In acetonitrile; at 0 - 20 ℃;

Reference yield:

(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester (223505-12-2) → (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid ethyl ester (204327-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 98 percent / hydrogen / Pd-C / ethanol / 48 h / 5171.5 Torr / Ambient temperature

2: 78 percent / K₂CO₃ / acetonitrile / 32 h / Ambient temperature

With hydrogen; potassium carbonate; palladium on activated charcoal; In ethanol; acetonitrile;

DOI:10.1021/jo9718096

upstream raw materials:

benzyl bromide

(1S,3R,4R)-2-aza-bicyclo<2.2.1>heptane-3-carboxylic acid ethyl ester

cyclopenta-1,3-diene

(1R,3R,4S)-2-<(1S)-phenylethyl>-2-aza-bicyclo<2.2.1>hept-5-ene-3-carboxylic acid ethyl ester

Downstream raw materials:

(1S,3R,4R)-2-benzyl-3-hydroxymethyl-2-azabicyclo[2.2.1]heptane

C₁₆H₂₁NO₂

C₁₄H₁₇NO₂*ClH

(1R,3S,4S)-2-(tert-butoxycarbonyl)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid