N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide

Base Information

• Chemical Name: N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide
• CAS No.: 139435-17-9
• Molecular Formula: C₁₆H₂₁NO₃S
• Molecular Weight: 307.414

Synonyms:N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide

Chemical Property of N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide

Chemical Property:

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Technology Process of N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide

There total 2 articles about N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide 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: 58.0%

N-[(1S,2S,3S,4R)-3-((E)-3-Methoxy-allyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide → N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide (139435-17-9)

Guidance literature:

With formic acid; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.39.2842

Reference yield:

(3'R,4'R,5'S,6'S)-5'-(Formylmethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane (128299-81-0) → N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide (139435-17-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) tert-BuOK / 1.) THF, 0 deg C, 1 h, 2.) THF, 0 deg C, 20 min

2: 58 percent / 90percent HCO₂H / 1.5 h / Ambient temperature

With formic acid; potassium tert-butylate;

DOI:10.1248/cpb.39.2842

Reference yield: 65.0%

N-[(1S,2S,3S,4R)-3-(3-Oxo-propyl)-bicyclo[2.2.1]hept-2-yl]-benzenesulfonamide (139435-17-9) → Tetranor-(+)-S-145 (139559-73-2)

Guidance literature:

With jones' reagent; In acetone; for 1.5h; Ambient temperature;

DOI:10.1248/cpb.39.2842

upstream raw materials:

(3'R,4'R,5'S,6'S)-5'-(Formylmethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

Downstream raw materials:

Tetranor-(+)-S-145

(1R,2S,3S,4S)-(3-phenylsulfonylaminobicyclo<2.2.1>hept-2-yl)propionamidoethylsulfonic acid

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