N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

Base Information

Chemical Name:N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide
CAS No.:158267-50-6
Molecular Formula:C₃₉H₅₂F₆N₂O₆S₂
Molecular Weight:822.974
Hs Code.:

Synonyms:N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

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Chemical Property of N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

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Technology Process of N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

There total 19 articles about N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide 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%

: C₁₈H₂₂F₃NO₃S

: 109-64-8
1,3-dibromo-propane

: 158267-50-6
N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

Guidance literature:: With potassium carbonate; potassium iodide; In acetonitrile; Heating / reflux;

Reference yield: 90.0%

: 109-64-8
1,3-dibromo-propane

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

: 158267-50-6
N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

Guidance literature:: With potassium carbonate; potassium iodide; In acetonitrile; Heating;
DOI:10.1039/c39940001881

Reference yield:

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

: 158267-50-6
N,N'-bis<(1R,6S,7R,8S)-7-<(benzyloxy)methyl>bicyclo<4.3.0>non-8-yl>-N,N'-bis(trifluoromethanesulfonyl)-1,3-propanediamide

Guidance literature:: Multi-step reaction with 8 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

8: 83 percent / K₂CO₃, KI / acetonitrile / 72 h / Heating

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