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

Base Information

• Chemical Name: Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide
• CAS No.: 851815-64-0
• Molecular Formula: C₂₄H₂₇N₃O₆S
• Molecular Weight: 485.561
• Mol file: 851815-64-0.mol

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

Chemical Property of Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide

There total 4 articles about Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide 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: 68.0%

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone (90719-30-5) + pyridine-2-sulfonic acid allyl-(2-oxo-ethyl)-amide (851815-65-1) → Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide (851815-64-0)

Guidance literature:

With di-n-butylboryl trifluoromethanesulfonate; TEA; In dichloromethane;

DOI:10.1016/j.tetlet.2005.02.145

Reference yield:

pyridine-2-sulfonyl chloride (66715-65-9) → Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide (851815-64-0)

Guidance literature:

Multi-step reaction with 4 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

With hydrogenchloride; 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:

pyridine-2-sulfonic acid (2,2-dimethoxy-ethyl)-amide (851815-66-2) → Pyridine-2-sulfonic acid allyl-[(2S,3S)-3-((S)-4-benzyl-2-oxo-oxazolidine-3-carbonyl)-2-hydroxy-pent-4-enyl]-amide (851815-64-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 51 percent / sodium tert-pentoxide / dimethylformamide

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

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

With hydrogenchloride; 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

upstream raw materials:

(4S)-3-((E)-2-butenoyl)-4-benzyl-2-oxazolidinone

pyridine-2-sulfonic acid allyl-(2-oxo-ethyl)-amide

pyridine-2-sulfonyl chloride

pyridine-2-sulfonic acid (2,2-dimethoxy-ethyl)-amide

Downstream raw materials:

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

(S)-4-Benzyl-3-[(3S,4S)-3-hydroxy-1-(pyridine-2-sulfonyl)-azepane-4-carbonyl]-oxazolidin-2-one