(1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

Base Information

Chemical Name:(1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane
CAS No.:115522-41-3
Molecular Formula:C₂₁H₂₅NO₃S
Molecular Weight:371.5
Hs Code.:

Synonyms:(1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

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Chemical Property of (1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

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Technology Process of (1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

There total 5 articles about (1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane 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: 97.0%

: 115522-55-9
Methanesulfonic acid (1R,3R,5R)-3-benzyloxy-5-(toluene-4-sulfonylamino)-cycloheptyl ester

: 115522-41-3
(1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

Guidance literature:: With potassium carbonate; In methanol; at 20 ℃; for 1h;
DOI:10.1016/S0040-4039(00)95578-3

Reference yield:

: 115522-58-2
6-(benzyloxy)-1,3-cycloheptadiene

: 115522-41-3
(1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 6 steps

1: 77 percent / LiCl, p-benzoquinone / Pd(OAc)2 (7percent) / acetic acid

2: 77 percent / acetonitrile; dimethylsulfoxide / 3 h / 80 °C

3: 98 percent / H₂ / RhCl(PPh₃)3 / ethanol / 15 h / 20 °C / 4560 Torr

4: 99 percent / NaOH / methanol; H₂O

5: 100 percent / Et₃N / tetrahydrofuran

6: 97 percent / K₂CO₃ / methanol / 1 h / 20 °C

With sodium hydroxide; hydrogen; potassium carbonate; triethylamine; p-benzoquinone; lithium chloride; palladium diacetate; RhCl(PPh₃)3; In tetrahydrofuran; methanol; ethanol; water; acetic acid; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4039(00)95578-3

Reference yield:

: 115522-57-1,150338-86-6
1β-acetoxy-4β-chloro-6α-(benzyloxy)-2-cycloheptene

: 115522-41-3
(1R,3S,5S)-3-Benzyloxy-8-(toluene-4-sulfonyl)-8-aza-bicyclo[3.2.1]octane

Guidance literature:: Multi-step reaction with 5 steps

1: 77 percent / acetonitrile; dimethylsulfoxide / 3 h / 80 °C

2: 98 percent / H₂ / RhCl(PPh₃)3 / ethanol / 15 h / 20 °C / 4560 Torr

3: 99 percent / NaOH / methanol; H₂O

4: 100 percent / Et₃N / tetrahydrofuran

5: 97 percent / K₂CO₃ / methanol / 1 h / 20 °C

With sodium hydroxide; hydrogen; potassium carbonate; triethylamine; RhCl(PPh₃)3; In tetrahydrofuran; methanol; ethanol; water; dimethyl sulfoxide; acetonitrile;
DOI:10.1016/S0040-4039(00)95578-3