(1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane

Base Information

• Chemical Name: (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane
• CAS No.: 118354-72-6
• Molecular Formula: C₁₉H₂₂N₂O₂S
• Molecular Weight: 342.462

Synonyms:(1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane

Chemical Property of (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane

Chemical Property:

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Technology Process of (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane

There total 13 articles about (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane 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: 90.0%

(3S,5R)-1-[(4-methylphenyl)sulfonyl]-3-[(4-methylphenyl)sulfonyloxy]-5-[(4-methylphenyl)sulfonyloxymethyl]pyrrolidine (116143-09-0) + benzylamine (100-46-9) → (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane (118354-72-6,59436-75-8)

Guidance literature:

In toluene; for 9h; Heating;

DOI:10.1021/jm00167a010

Reference yield: 72.0%

(2R,4S)-(1-tosyl-4-(tosyloxy)pyrrolidin-2-yl)methyl 4-methylbenzenesulfonate + benzylamine (100-46-9) → (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane (118354-72-6,59436-75-8)

Guidance literature:

In methanol; at 90 ℃; for 22h; Sealed tube; Inert atmosphere;

DOI:10.1016/j.ejmech.2020.112669

Reference yield: 60.0%

(2S,4R)-1-(4-tolylsulfonyl)-4-<(4-tolylsulfonyl)oxy>-2-<<(4-tolylsulfonyl)oxy>methyl>pyrrolidine (5234-75-3) + benzylamine (100-46-9) → (1R,4R)-2-(4-tolylsulfonyl)-5-(phenylmethyl)-2,5-diazabicyclo<2.2.1>heptane (118354-72-6,59436-75-8)

Guidance literature:

In toluene; at 20 ℃; for 16h; Reflux;

upstream raw materials:

(3S,5R)-1-[(4-methylphenyl)sulfonyl]-3-[(4-methylphenyl)sulfonyloxy]-5-[(4-methylphenyl)sulfonyloxymethyl]pyrrolidine

benzylamine

(2R,4R)-2-ethoxycarbonyl-4-hydroxypyrrolidine hydrochloride

4-(acetyloxy)-1-<(4-methylphenyl)sulfonyl>-D-proline ethyl ester

Downstream raw materials:

(1S,4S)-N-Benzyl-2,5-diazabicyclo-[2.2.1]heptane

7-<(1R,4R)-2,5-diazabicyclo<2.2.1>heptan-2-yl>-1-(1,1-dimethylethyl)-1,4-dihydro-6-fluoro-4-oxo-1,8-naphthyridine-3-carboxylic acid

(1R,4R)-5-phenylmethyl-2,5-diazabicyclo[2.2.1] heptane dihydrobromide

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