tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate

Base Information

• Chemical Name: tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate
• CAS No.: 942220-68-0
• Molecular Formula: C₄₇H₅₀N₂O₅
• Molecular Weight: 722.924
• Mol file: 942220-68-0.mol

Synonyms:tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate

Chemical Property of tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate

There total 2 articles about tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate 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: 38.0%

tert-butyl cinnamate (14990-09-1) + (R)-N-benzyl-1-phenylethylamine (38235-77-7) + (S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one (133812-18-7) → (S)-4-Benzyl-3-{3-[benzyl-((R)-1-phenyl-ethyl)-amino]-3-phenyl-propionyl}-oxazolidin-2-one + tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate (942220-68-0) + tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate (151133-00-5)

Guidance literature:

(R)-N-benzyl-1-phenylethylamine; With n-butyllithium; In tetrahydrofuran; hexane; at -78 ℃; for 0.5h;

tert-butyl cinnamate; In tetrahydrofuran; hexane; at -78 ℃; for 2h;

(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one; In tetrahydrofuran; hexane; at -78 - 0 ℃; for 2h; Further stages.;

DOI:10.1039/b701226h

Reference yield:

tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate (151133-00-5) + (S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one (133812-18-7) → tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate (942220-68-0)

Guidance literature:

tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 0 ℃;

(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one; In tetrahydrofuran; at -78 - 0 ℃; Further stages.;

DOI:10.1039/b701226h

Reference yield:

tert-butyl (1'S,4''S,αR)-2-[1'-phenyl-1'-(N-benzyl-N-α-methylbenzylamino)methyl]-3-phenyl-5-oxo-5-(4''-benzyl-oxazolidin-2''-one-3''-yl)pentanoate (942220-68-0) → (4S,5R,6S)-4,6-diphenyl-5-tert-butoxycarbonyl-piperidin-2-one

Guidance literature:

With hydrogen; palladium dihydroxide; In methanol; for 16h; under 3800.26 Torr;

DOI:10.1039/b701226h

upstream raw materials:

tert-butyl (3S,αR)-3-[N-benzyl-N-(α-methylbenzyl)amino]-3-phenylpropanoate

(S)-4-benzyl-3-(6-(benzyloxy)hex-2-enoyl)oxazolidin-2-one

tert-butyl cinnamate

(R)-N-benzyl-1-phenylethylamine