(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

Base Information

Chemical Name:(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane
CAS No.:128217-59-4
Molecular Formula:C₁₅H₂₁NO₃S
Molecular Weight:295.403
Hs Code.:

Synonyms:(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

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Chemical Property of (3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

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Technology Process of (3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

There total 9 articles about (3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<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: 84.4%

: 128217-58-3
(3'R,4'R,5'S,6'S)-5-(2-(Benzyloxy)ethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

: 128217-59-4
(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

Guidance literature:: With hydrogenchloride; hydrogen; palladium on activated charcoal; In ethanol; for 18h; under 2068.6 - 2327.2 Torr;
DOI:10.1021/jo00304a019

Reference yield:

: 128217-54-9
5-benzyloxy-2-(E)-pentenocarboxylic acid

: 128217-59-4
(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 6 steps

2: Et₂AlCl / CH₂Cl₂ / 5 h / -78 °C

3: 87.9 percent / 30percent H₂O₂, LiOH*H₂O / tetrahydrofuran; H₂O / 10 h / 3 °C

5: Et₃N / CH₂Cl₂ / 1.)0 deg C, 30 min., 2.)r.t., 1,5 h

6: 84.4 percent / 6N HCl, H₂ / 10percent Pd / C / aq. ethanol / 18 h / 2068.6 - 2327.2 Torr

With hydrogenchloride; lithium hydroxide; hydrogen; dihydrogen peroxide; diethylaluminium chloride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; ethanol; dichloromethane; water;
DOI:10.1021/jo00304a019

Reference yield:

: 128217-57-2
(1S,2S,3S,4R)-3-(2-Benzyloxy-ethyl)-bicyclo[2.2.1]hept-2-ylamine

: 128217-59-4
(3'R,4'R,5'S,6'S)-5'-(2-Hydroxyethyl)-4'-benzenesulfonamidobicyclo<2.2.1>heptane

Guidance literature:: Multi-step reaction with 2 steps

1: Et₃N / CH₂Cl₂ / 1.)0 deg C, 30 min., 2.)r.t., 1,5 h

2: 84.4 percent / 6N HCl, H₂ / 10percent Pd / C / aq. ethanol / 18 h / 2068.6 - 2327.2 Torr

With hydrogenchloride; hydrogen; triethylamine; palladium on activated charcoal; In ethanol; dichloromethane;
DOI:10.1021/jo00304a019