N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

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Chemical Name:N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide
CAS No.:660438-45-9
Molecular Formula:C₃₀H₄₁FN₂O₈Si
Molecular Weight:604.748
Hs Code.:

<i>N</i>-benzyl-2-fluoro-<i>N</i>-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-<i>d</i>][1,3]dioxin-7-yl)-5-nitro-benzamide

Synonyms:N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

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Chemical Property of N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

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Technology Process of N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

There total 6 articles about N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide 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%

: 7304-32-7
2-fluoro-5-nitrobenzoic acid

: 660438-42-6
Benzyl-((4aR,6R,7R,8R,8aR)-6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-amine

: 660438-45-9
N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

Guidance literature:: 2-fluoro-5-nitrobenzoic acid; Benzyl-((4aR,6R,7R,8R,8aR)-6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-amine; In tetrahydrofuran; at 20 ℃; for 0.0833333h;

With 4-(4,6-dimethoxy-1,3,5-triazin-2-yl)-4-methylmorpholinium chloride; In tetrahydrofuran; at 20 ℃; for 19h;
DOI:10.1021/jo0352068

Reference yield:

: 660438-03-9
(4aR,6R,7R,8R,8aS)-7-Amino-6-methoxy-2,2-dimethyl-hexahydro-pyrano[3,2-d][1,3]dioxin-8-ol

: 660438-45-9
N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

Guidance literature:: Multi-step reaction with 4 steps

1.1: 60 percent / triethylamine / CH₂Cl₂ / 2 h / -78 °C

2.1: toluene / 14 h / Heating

3.1: 193 mg / NaBH₄ / methanol; CHCl₃ / 1.17 h / 20 °C

4.1: tetrahydrofuran / 0.08 h / 20 °C

4.2: 65 percent / [4-(4,6-dimethoxytriazin-2-yl)-4-methylmorpholinium]Cl*H₂O / tetrahydrofuran / 19 h / 20 °C

With sodium tetrahydroborate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/jo0352068

Reference yield:

: 334002-58-3
methyl 2-deoxy-4,6-O-isopropylidene-N-(trifluoroacetamido)-β-D-glucosamine

: 660438-45-9
N-benzyl-2-fluoro-N-(6-methoxy-2,2-dimethyl-8-triethylsilanyloxy-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl)-5-nitro-benzamide

Guidance literature:: Multi-step reaction with 5 steps

1.1: 94 percent / K₂CO₃ / methanol

2.1: 60 percent / triethylamine / CH₂Cl₂ / 2 h / -78 °C

3.1: toluene / 14 h / Heating

4.1: 193 mg / NaBH₄ / methanol; CHCl₃ / 1.17 h / 20 °C

5.1: tetrahydrofuran / 0.08 h / 20 °C

5.2: 65 percent / [4-(4,6-dimethoxytriazin-2-yl)-4-methylmorpholinium]Cl*H₂O / tetrahydrofuran / 19 h / 20 °C

With sodium tetrahydroborate; potassium carbonate; triethylamine; In tetrahydrofuran; methanol; dichloromethane; chloroform; toluene;
DOI:10.1021/jo0352068