N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

Base Information

Chemical Name:N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide
CAS No.:436844-03-0
Molecular Formula:C₂₇H₂₈N₂O₅S
Molecular Weight:492.596
Hs Code.:

Synonyms:N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

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Chemical Property of N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

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Technology Process of N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

There total 7 articles about N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide 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: 52.0%

: (6S,7R)-7-(benzyloxy)-3,6-dimethyl-2-phenyl-5-(phenylsulfonyl)-4,5,6,7-tetrahydro[1,3]oxazolo[4,5-c]pyridine-3-ium triflate

: 436844-03-0
N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

Guidance literature:: With potassium hydroxide; In dichloromethane;
DOI:10.1021/jo010665z

Reference yield:

: 101085-25-0
5-bromo-4-(bromomethyl)-2-phenyl-1,3-oxazole

: 436844-03-0
N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / K₂CO₃ / acetonitrile / 2 h / Heating

2: 74 percent / n-BuLi / hexane; tetrahydrofuran / -100 °C

3: 93 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / 20 °C

4: 87 percent / NaH / dimethylformamide / 2 h / 0 °C

5: 76 percent / CH₂Cl₂ / 0 °C

6: 52 percent / aq. KOH / CH₂Cl₂

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; sodium hydride; potassium carbonate; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo010665z

Reference yield:

: 59724-68-4
N-phenylsulfonyl-L-alanine methyl ester

: 436844-03-0
N-[(3S,5R,6S)-5-(benzyloxy)-6-methyl-4-oxo-1-(phenylsulfonyl)piperidinyl]-N-methylbenzamide

Guidance literature:: Multi-step reaction with 6 steps

1: 90 percent / K₂CO₃ / acetonitrile / 2 h / Heating

2: 74 percent / n-BuLi / hexane; tetrahydrofuran / -100 °C

3: 93 percent / NaBH₄ / tetrahydrofuran; ethanol / 2 h / 20 °C

4: 87 percent / NaH / dimethylformamide / 2 h / 0 °C

5: 76 percent / CH₂Cl₂ / 0 °C

6: 52 percent / aq. KOH / CH₂Cl₂

With potassium hydroxide; sodium tetrahydroborate; n-butyllithium; sodium hydride; potassium carbonate; In tetrahydrofuran; ethanol; hexane; dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/jo010665z