(1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

Base Information

Chemical Name:(1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide
CAS No.:158267-59-5
Molecular Formula:C₁₈H₂₄F₃NO₃S
Molecular Weight:391.455
Hs Code.:

Synonyms:(1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

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Chemical Property of (1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

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Technology Process of (1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

There total 12 articles about (1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide 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: 98.0%

: 358-23-6
trifluoromethylsulfonic anhydride

: 158267-49-3
(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amine

: 158267-59-5
(1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

Guidance literature:: With triethylamine; In dichloromethane; at -78 ℃; for 1h;
DOI:10.1021/jo951413z

Reference yield:

: 158342-56-4
(1R,6S,7R)-7-(ethoxycarbonyl)bicyclo<4.3.0>non-3-en-8-one

: 158267-59-5
(1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

Guidance literature:: Multi-step reaction with 7 steps

1: 99 percent / TsOH*H₂O / benzene / 12 h / Heating

2: 99 percent / LiAlH₄ / diethyl ether / 5 h / Ambient temperature

3: 1.) NaH / 1) DMF, room temperature, 1 h; 2) DMF, room temperature, 22 h

4: 99 percent / aq. HCl / tetrahydrofuran / 3 h / 60 °C

5: 70 percent / NaBH(OAc)3 / tetrahydrofuran; acetic acid / 1) 0-5 deg C, 1 h; 2) room temperature, 24 h

6: 77 percent / NH₄OCHO / Pd/C / methanol / 3 h / Heating

7: 98 percent / Et₃N / CH₂Cl₂ / 1 h / -78 °C

With hydrogenchloride; lithium aluminium tetrahydride; ammonium formate; sodium tris(acetoxy)borohydride; sodium hydride; toluene-4-sulfonic acid; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; acetic acid; benzene;
DOI:10.1021/jo951413z

Reference yield:

: 158267-47-1
(1R,6S,7S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-3-en-8-one

: 158267-59-5
(1R,6S,7R,8S)-N-(trifluoromethanesulfonyl)-7-<(benzyloxy)methyl>bicyclo<4.3.0>nonan-8-amide

Guidance literature:: Multi-step reaction with 3 steps

1: 70 percent / NaBH(OAc)3 / tetrahydrofuran; acetic acid / 1) 0-5 deg C, 1 h; 2) room temperature, 24 h

2: 77 percent / NH₄OCHO / Pd/C / methanol / 3 h / Heating

3: 98 percent / Et₃N / CH₂Cl₂ / 1 h / -78 °C

With ammonium formate; sodium tris(acetoxy)borohydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; acetic acid;
DOI:10.1021/jo951413z