(S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide

Base Information

• Chemical Name: (S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide
• CAS No.: 1224969-07-6
• Molecular Formula: C₃₀H₃₂N₂O₃
• Molecular Weight: 468.596
• Mol file: 1224969-07-6.mol

Synonyms:(S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide

Chemical Property of (S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide

There total 1 articles about (S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide 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:

(1R,2R,3R,4S)-methyl 3-(N-((S)-1-(benzylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate (844865-36-7) → (S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide (1224969-07-6)

Guidance literature:

(1R,2R,3R,4S)-methyl 3-(N-((S)-1-(benzylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate; With lithium aluminium tetrahydride; In diethyl ether; at 0 ℃; for 1h; Inert atmosphere;

With hydrogenchloride; In diethyl ether; water; ethyl acetate;

DOI:10.1016/j.tet.2010.01.097

Reference yield:

(S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide (1224969-07-6) + phenylboronic acid (98-80-6) → (2S)-N-benzyl-2-{N-benzyl-N-[(1S,4S,5R,6S)-5-hydroxy-6-(hydroxymethyl)-4-phenyl-2-cyclohexene-1-yl]amino}-3-phenylpropanamide (1224969-12-3) + (2S)-N-benzyl-2-{N-benzyl-N-[(1R,2S,5R,6S)-6-hydroxy-2-(hydroxymethyl)-5-phenyl-3-cyclohexene-1-yl]amino}-3-phenylpropanamide (1224969-11-2)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; 1,3-bis-(diphenylphosphino)propane; potassium carbonate; In methanol; water; at 50 ℃; Inert atmosphere;

DOI:10.1021/jm9010687

Reference yield:

(S)-2-(N-benzyl-N-((1S,2R,3S,4R)-3-(hydroxymethyl)-7-oxabicyclo[2.2.1]hept-5-en-2-yl)amino)-N-benzyl-3-phenylpropanamide (1224969-07-6) + 3-pyridylboronic acid (1692-25-7) → (S)-2-(N-benzyl-N-((1R,2S,5R,6S)-6-hydroxy-2-(hydroxymethyl)-5-(pyridin-3-yl)cyclohex-3-enyl)amino)-N-benzyl-3-phenylpropanamide (1224969-14-5) + (S)-2-(N-benzyl-N-((1S,4S,5R,6S)-5-hydroxy-6-(hydroxymethyl)-4-(pyridin-3-yl)cyclohex-2-enyl)amino)-N-benzyl-3-phenylpropanamide (1224969-16-7)

Guidance literature:

With bis(benzonitrile)palladium(II) dichloride; 1,3-bis-(diphenylphosphino)propane; caesium carbonate; In methanol; water; at 60 ℃; stereoselective reaction; Inert atmosphere;

DOI:10.1016/j.tet.2010.01.097

upstream raw materials:

(1R,2R,3R,4S)-methyl 3-(N-((S)-1-(benzylcarbamoyl)-2-phenylethyl)-N-benzylamino)-7-oxa-bicyclo[2.2.1]hept-5-ene-2-carboxylate

Downstream raw materials:

(S)-2-(N-benzyl-N-((1R,2S,5R,6S)-6-hydroxy-2-(hydroxymethyl)-5-(pyridin-3-yl)cyclohex-3-enyl)amino)-N-benzyl-3-phenylpropanamide

(S)-2-(N-benzyl-N-((1S,4S,5R,6S)-5-hydroxy-6-(hydroxymethyl)-4-(pyridin-3-yl)cyclohex-2-enyl)amino)-N-benzyl-3-phenylpropanamide

(2S)-N-benzyl-2-{N-benzyl-N-[(1R,2S,5R,6S)-6-hydroxy-2-(hydroxymethyl)-5-phenyl-3-cyclohexene-1-yl]amino}-3-phenylpropanamide

(2S)-N-benzyl-2-{N-benzyl-N-[(1S,4S,5R,6S)-5-hydroxy-6-(hydroxymethyl)-4-phenyl-2-cyclohexene-1-yl]amino}-3-phenylpropanamide