N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

Base Information

Chemical Name:N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide
CAS No.:213385-91-2
Molecular Formula:C₁₉H₂₇NO₅
Molecular Weight:349.427
Hs Code.:

Synonyms:N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

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Chemical Property of N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

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Technology Process of N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

There total 5 articles about N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide 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: 75.0%

: 100-39-0
benzyl bromide

: 213385-90-1
N-((3aR,4R,6S,7S,7aR)-4-Methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

: 213385-91-2
N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

Guidance literature:: With potassium hydroxide; In N,N-dimethyl-formamide; for 1.5h; Ambient temperature;
DOI:10.1016/S0008-6215(98)00074-3

Reference yield:

: 2592-53-2
methyl 6-deoxy-2,3-O-isopropylidene-α-L-lyxo-hexopyranoside-4-ulose

: 213385-91-2
N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

Guidance literature:: Multi-step reaction with 5 steps

1: 1.) LDA; 2.) HMPA / 1.) THF, hexane, -78 deg C, 1 h; 2.) THF, hexane, -78 deg C to r.t.

2: 99 percent / NH₂OH*HCl, Na₂CO₃ / ethanol / 15 h / 80 °C

3: 41 percent / LiAlH₄ / dioxane / 4 h / 100 °C

4: 99 percent / methanol / 0.5 h

5: 75 percent / KOH / dimethylformamide / 1.5 h / Ambient temperature

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; lithium aluminium tetrahydride; hydroxylamine hydrochloride; sodium carbonate; lithium diisopropyl amide; In 1,4-dioxane; methanol; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00074-3

Reference yield:

: 96287-80-8
methyl 4-amino-4,6-dideoxy-2,3-O-isopropylidene-3-C-methyl-α-L-mannopyranoside

: 213385-91-2
N-Benzyl-N-((3aR,4R,6S,7S,7aR)-4-methoxy-2,2,6,7a-tetramethyl-tetrahydro-[1,3]dioxolo[4,5-c]pyran-7-yl)-formamide

Guidance literature:: Multi-step reaction with 2 steps

1: 99 percent / methanol / 0.5 h

2: 75 percent / KOH / dimethylformamide / 1.5 h / Ambient temperature

With potassium hydroxide; In methanol; N,N-dimethyl-formamide;
DOI:10.1016/S0008-6215(98)00074-3