benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate

Base Information

• Chemical Name: benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate
• CAS No.: 546141-10-0
• Molecular Formula: C₂₉H₂₉NO₄
• Molecular Weight: 455.554
• Mol file: 546141-10-0.mol

Synonyms:benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate

Chemical Property of benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate

There total 2 articles about benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate 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: 60.0%

cyclopentyl iodide (1556-18-9) + (5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (100516-54-9,335159-14-3) → benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate (546141-10-0)

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 20 ℃; for 2h;

DOI:10.1016/S0040-4039(03)00370-8

Reference yield: 15.0%

N,N,N,N,N,N-hexamethylphosphoric triamide (680-31-9) + cyclopentyl iodide (1556-18-9) + (5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one (100516-54-9,335159-14-3) → benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate (546141-10-0) + C30H37N4O4P

Guidance literature:

With lithium hexamethyldisilazane; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; at -78 - 40 ℃;

DOI:10.1016/S0040-4039(03)00370-8

Reference yield: 84.0%

benzyl (2R,3S,5S)-(-)-6-oxo-2,3-diphenyl-5-cyclopentyl-4-morpholinecarboxylate (546141-10-0) → (S)-2-amino-2-cyclopentylacetic acid (2521-84-8,2521-82-6)

Guidance literature:

With hydrogen; palladium dichloride; In tetrahydrofuran; methanol; for 48h; under 3102.89 Torr;

DOI:10.1016/S0040-4039(03)00370-8

upstream raw materials:

N,N,N,N,N,N-hexamethylphosphoric triamide

cyclopentyl iodide

(5S,6R)-4-(benzyloxycarbonyl)-5,6-diphenyl-2,3,5,6-tetrahydro-4H-1,4-oxazin-2-one

Downstream raw materials:

(S)-2-amino-2-cyclopentylacetic acid