N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide

Base Information

• Chemical Name: N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide
• CAS No.: 160721-67-5
• Molecular Formula: C₁₂H₁₅NO₅S
• Molecular Weight: 285.321

Synonyms:N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide

Chemical Property of N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide

Chemical Property:

Purity/Quality:

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• Pictogram(s):  
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Technology Process of N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide

There total 2 articles about N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide 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: 65.0%

C22H29NO4S2 (160721-66-4) → N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide (160721-67-5)

Guidance literature:

With osmium(VIII) oxide; N-methyl-2-indolinone; In tetrahydrofuran; water;

DOI:10.1016/S0957-4166(00)86252-7

Reference yield:

N-benzenesulfonylcrotyl imine → N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide (160721-67-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) LDA / 1.) THF, 2.) THF

2: 65 percent / OsO₄, NMO / tetrahydrofuran; H₂O

With osmium(VIII) oxide; N-methyl-2-indolinone; lithium diisopropyl amide; In tetrahydrofuran; water;

DOI:10.1016/S0957-4166(00)86252-7

Reference yield: 96.0%

N-[(2R,3R)-2-((R)-1-Hydroxy-ethyl)-5-oxo-tetrahydro-furan-3-yl]-benzenesulfonamide (160721-67-5) → N-[(2R,3R)-5-Hydroxy-2-((R)-1-hydroxy-ethyl)-tetrahydro-furan-3-yl]-benzenesulfonamide

Guidance literature:

With diisobutylaluminium hydride; In tetrahydrofuran; at -78 ℃;

DOI:10.1016/S0957-4166(00)86252-7

upstream raw materials:

C₂₂H₂₉NO₄S₂

Downstream raw materials:

β-D-N-benzenesulfonyldaunosaminide

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