2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

Base Information

Chemical Name:2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine
CAS No.:136839-43-5
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

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Chemical Property of 2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

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Technology Process of 2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

There total 5 articles about 2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine 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:

: 136839-42-4
3,5-O-(R)-benzylidene-6,7-dideoxy-1,2-O-isopropylidene-7-phthalimido-α-D-gluco-hepto-1,4-furanose

: 136839-43-5
2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

Guidance literature:: With hydrazine hydrate; In ethanol; for 1.5h; Heating;
DOI:10.1021/jo00025a033

Reference yield:

: 111056-67-8
3,5-O-(S)-benzylidene-6-deoxy-6-iodo-1,2-O-isopropylidene-α-D-glucofuranose

: 136839-43-5
2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

Guidance literature:: Multi-step reaction with 5 steps

1: 84 percent / dimethylformamide / 2 h / 8 °C

2: 99 percent / di(isobutylaluminum hydride / CH₂Cl₂ / 0.92 h / -40 °C

3: 98 percent / NaBH₄ / methanol / 0.33 h / 21 °C

4: 87 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 1.5 h / 21 °C

5: 1.17 g / 80percent hydrazine hydrate / ethanol / 1.5 h / Heating

With sodium tetrahydroborate; diisobutylaluminium hydride; hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; methanol; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/jo00025a033

Reference yield:

: 136839-41-3
3,5-O-(R)-benzylidene-6-deoxy-1,2-O-isopropylidene-α-D-gluco-hepto-1,4-furanose

: 136839-43-5
2-((3aR,3bS,5R,7R,7aR,8aR)-2,2-Dimethyl-5-phenyl-tetrahydro-[1,3]dioxolo[4,5]furo[3,2-d][1,3]dioxin-7-yl)-ethylamine

Guidance literature:: Multi-step reaction with 2 steps

1: 87 percent / triphenylphosphine, diethyl azodicarboxylate / tetrahydrofuran / 1.5 h / 21 °C

2: 1.17 g / 80percent hydrazine hydrate / ethanol / 1.5 h / Heating

With hydrazine hydrate; triphenylphosphine; diethylazodicarboxylate; In tetrahydrofuran; ethanol;
DOI:10.1021/jo00025a033