(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

Base Information

Chemical Name:(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one
CAS No.:851815-68-4
Molecular Formula:C₂₂H₂₃N₃O₆S
Molecular Weight:457.507
Hs Code.:

Synonyms:(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

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Chemical Property of (S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

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Technology Process of (S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

There total 5 articles about (S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one 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: 75.0%

: 851815-64-0
Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide

: 851815-68-4
(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

Guidance literature:: With Grubbs catalyst first generation; In dichloromethane; Heating;
DOI:10.1016/j.tetlet.2005.02.145

Reference yield:

: 66715-65-9
pyridine-2-sulfonyl chloride

: 851815-68-4
(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / aq. satd. NaHCO₃ / CH₂Cl₂

2: 51 percent / sodium tert-pentoxide / dimethylformamide

3: 51 percent / aq. HCl / dioxane; tetrahydrofuran

4: 68 percent / n-Bu₂BOTf; TEA / CH₂Cl₂

5: 75 percent / bis(tricyclohexylphosphine)benzylideneruthenium(IV) Cl₂ / CH₂Cl₂ / Heating

With hydrogenchloride; Grubbs catalyst first generation; di-n-butylboryl trifluoromethanesulfonate; TEA; sodium tert-pentoxide; sodium hydrogencarbonate; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 4: Evans Aldol reaction;
DOI:10.1016/j.tetlet.2005.02.145

Reference yield:

: 851815-66-2
pyridine-2-sulfonic acid (2,2-dimethoxy-ethyl)-amide

: 851815-68-4
(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-2,3,4,7-tetrahydro-1H-azepine-4-carbonyl]-oxazolidin-2-one

Guidance literature:: Multi-step reaction with 4 steps

1: 51 percent / sodium tert-pentoxide / dimethylformamide

2: 51 percent / aq. HCl / dioxane; tetrahydrofuran

3: 68 percent / n-Bu₂BOTf; TEA / CH₂Cl₂

4: 75 percent / bis(tricyclohexylphosphine)benzylideneruthenium(IV) Cl₂ / CH₂Cl₂ / Heating

With hydrogenchloride; Grubbs catalyst first generation; di-n-butylboryl trifluoromethanesulfonate; TEA; sodium tert-pentoxide; In tetrahydrofuran; 1,4-dioxane; dichloromethane; N,N-dimethyl-formamide; 3: Evans Aldol reaction;
DOI:10.1016/j.tetlet.2005.02.145