[(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

Base Information

Chemical Name:[(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester
CAS No.:219992-25-3
Molecular Formula:C₃₀H₃₂N₂O₆
Molecular Weight:516.594
Hs Code.:

Synonyms:[(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

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Chemical Property of [(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

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Technology Process of [(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

There total 1 articles about [(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester 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:

: 65564-05-8
3-[(benzyloxycarbonyl)amino]propanal

: 95841-14-8
(4R,5S)-3-(3-phenylpropionyl)-4-methyl-5-phenyl-oxazolidin-2-one

: 219992-25-3
[(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

Guidance literature:: With di-n-butylboryl trifluoromethanesulfonate; Yield given. Multistep reaction;
DOI:10.1021/ja983063e

Reference yield:

: 219992-25-3
[(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

: (2R,3S)-2-Benzyl-5-benzyloxycarbonylamino-3-hydroxy-pentanoic acid

Guidance literature:: With lithium hydroxide; dihydrogen peroxide; In tetrahydrofuran; at 0 ℃; for 1h;
DOI:10.1021/ja983063e

Reference yield:

: 219992-25-3
[(3S,4R)-4-Benzyl-3-hydroxy-5-((4R,5S)-4-methyl-2-oxo-5-phenyl-oxazolidin-3-yl)-5-oxo-pentyl]-carbamic acid benzyl ester

: (S)-5-[(S)-2-((S)-2-Acetylamino-propionylamino)-propionylamino]-2-benzyl-pentanoic acid methyl ester

Guidance literature:: Multi-step reaction with 8 steps

1: aq. 30percent H₂O₂, aq. LiOH / tetrahydrofuran / 1 h / 0 °C

2: HCl / Ambient temperature

3: 71 percent / DMAP / CH₂Cl₂ / 4 h / Ambient temperature

4: 80 percent / Bu₃SnH, (t-BuO)2 / 3 h / 50 °C

5: 100 percent / H₂, HCl / 10percent Pd/C / methanol

6: 1.) 1-hydroxybenzotriazole, dicyclohexylcarbodiimide / 1.) CH₂Cl₂, 1 h, 2.) CH₂Cl₂, RT, 24 h

7: H₂, HCl / 10percent Pd/C / methanol / 0.5 h

8: Et₃N / methanol

With hydrogenchloride; dmap; lithium hydroxide; di-tert-butyl peroxide; hydrogen; dihydrogen peroxide; tri-n-butyl-tin hydride; benzotriazol-1-ol; triethylamine; dicyclohexyl-carbodiimide; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane;
DOI:10.1021/ja983063e