N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide

Base Information

• Chemical Name: N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide
• CAS No.: 660438-53-9
• Molecular Formula: C₃₁H₂₉F₃N₂O₈S
• Molecular Weight: 646.641
• Mol file: 660438-53-9.mol

Synonyms:N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide

Chemical Property of N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide

There total 1 articles about N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide 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%

benzaldehyde dimethyl acetal (1125-88-8) + N-{(2R,3R,4R,5S,6R)-2-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-4,5-dihydroxy-6-hydroxymethyl-tetrahydro-pyran-3-yl}-2,2,2-trifluoro-acetamide → N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide (660438-53-9)

Guidance literature:

With pyridinium p-toluenesulfonate; In N,N-dimethyl-formamide; at 85 ℃; for 2h;

DOI:10.1021/jo0352068

Reference yield:

N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide (660438-53-9) → (2R,4aR,6R,7R,8R,8aS)-7-Amino-6-[2-(1-benzenesulfonyl-1H-indol-3-yl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol (660438-55-1)

Guidance literature:

With potassium carbonate; In methanol;

DOI:10.1021/jo0352068

Reference yield:

N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2,2,2-trifluoro-acetamide (660438-53-9) → N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2-fluoro-5-nitro-benzamide (660438-57-3)

Guidance literature:

Multi-step reaction with 2 steps

1: K₂CO₃ / methanol

2: 75 percent / 1-(3-dimethylaminopropyl)-3-ethylcarbodiimide / CH₂Cl₂ / 0 - 20 °C

With potassium carbonate; N-(3-dimethylaminopropyl)-N-ethylcarbodiimide; In methanol; dichloromethane;

DOI:10.1021/jo0352068

upstream raw materials:

benzaldehyde dimethyl acetal

Downstream raw materials:

(2R,4aR,6R,7R,8R,8aS)-7-Amino-6-[2-(1-benzenesulfonyl-1H-indol-3-yl)-ethoxy]-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

N-{(2R,4aR,6R,7R,8R,8aS)-6-[2-(1-Benzenesulfonyl-1H-indol-3-yl)-ethoxy]-8-hydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl}-2-fluoro-5-nitro-benzamide