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

Base Information

• Chemical Name: (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester
• CAS No.: 251302-01-9
• Molecular Formula: C₁₅H₁₉NO₂
• Molecular Weight: 245.321

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

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

Chemical Property:

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

There total 4 articles about (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl 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: 80.0%

benzyl bromide (100-39-0) + methyl (1S,3R,4R)-2-[(S)-1-phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate → (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester (251302-01-9)

Guidance literature:

methyl (1S,3R,4R)-2-[(S)-1-phenylethylamino]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylate; With hydrogen; 5percent Pd/C; In methanol; at 20 ℃;

benzyl bromide; With potassium carbonate; In acetonitrile; at 20 ℃; Further stages.;

DOI:10.1021/jo991914a

Reference yield:

(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester (130195-74-3) → (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester (251302-01-9)

Guidance literature:

Multi-step reaction with 2 steps

1: H₂ / Pd/C / methanol / 20 °C / 5320.36 Torr

2: K₂CO₃ / acetonitrile / 20 °C

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

DOI:10.1021/ol990942c

Reference yield:

benzyl bromide (100-39-0) + (1S,3R,4R)-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester (297143-31-8,220093-41-4) → (1S,3R,4R)-2-benzyl-2-azabicyclo[2.2.1]heptane-3-carboxylic acid methyl ester (251302-01-9)

Guidance literature:

With potassium carbonate; In acetonitrile; at 20 ℃;

DOI:10.1021/ol990942c

upstream raw materials:

benzyl bromide

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

(1R,3R,4S)-2-[(1S)-1-phenylethyl]-2-azabicyclo[2.2.1]hept-5-ene-3-carboxylic acid methyl ester

Downstream raw materials:

C₅H₇CO₂CH₃NC₆H₅C₂H₄C₆H₅CHO

((1S,3S,4R)-2-Benzyl-3-methyl-2-aza-bicyclo[2.2.1]hept-3-yl)-methanol

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