2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone

Base Information

• Chemical Name: 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone
• CAS No.: 928209-68-1
• Molecular Formula: C₁₈H₂₅N₃O₅S
• Molecular Weight: 395.48

Synonyms:2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone

Chemical Property of 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone

There total 5 articles about 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone 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: 85.0%

2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-ethanone (928209-81-8) → 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone (928209-68-1)

Guidance literature:

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In acetonitrile; at 0 ℃; for 1h;

DOI:10.1002/ejoc.200600835

Reference yield:

4-tert-butoxymethyl-2,2-dimethyl-oxazolidine (928209-80-7) → 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone (928209-68-1)

Guidance literature:

Multi-step reaction with 3 steps

1: TEA / CH₂Cl₂ / 4 h / 20 °C

2: 90 percent / dimethylformamide / 6 h / 20 °C

3: 85 percent / p-N-acetylbenzosulfonylazide; DBU / acetonitrile / 1 h / 0 °C

With TEA; 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/ejoc.200600835

Reference yield:

2-bromo-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-ethanone (928209-67-0) → 2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-2-diazo-ethanone (928209-68-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / dimethylformamide / 6 h / 20 °C

2: 85 percent / p-N-acetylbenzosulfonylazide; DBU / acetonitrile / 1 h / 0 °C

With 4-acetamidobenzenesulfonyl azide; 1,8-diazabicyclo[5.4.0]undec-7-ene; In N,N-dimethyl-formamide; acetonitrile;

DOI:10.1002/ejoc.200600835

upstream raw materials:

2-benzenesulfonyl-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-ethanone

4-tert-butoxymethyl-2,2-dimethyl-oxazolidine

2-bromo-1-(4-tert-butoxymethyl-2,2-dimethyl-oxazolidin-3-yl)-ethanone

2-Amino-2-desoxy-3-O-t-butyl-sn-glycerin

Downstream raw materials:

omuralide

4-tert-butoxy-5-hydroxymethyl-pyrrolidin-2-one

6-benzenesulfonyl-7-tert-butoxy-3,3-dimethyl-tetrahydro-pyrrolo[1,2-c]oxazol-5-one

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