(3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

Base Information

Chemical Name:(3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine
CAS No.:186204-80-8
Molecular Formula:C₁₆H₂₃NO₂
Molecular Weight:261.364
Hs Code.:

Synonyms:(3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

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Chemical Property of (3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

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Technology Process of (3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

There total 7 articles about (3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine 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: 76.0%

: 100-46-9
benzylamine

: 186204-79-5
C₂₃H₃₀O₈S₂

: 186204-80-8
(3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: at 40 ℃; for 48h;
DOI:10.1039/CC9960002649

Reference yield: 32.0%

: ((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methyl 4-methylbenzenesulfonate

: 75-16-1
methylmagnesium bromide

: (3aR,4S,6aS)-5-benzyl-4-ethyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrole

: 186204-80-8
(3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: methylmagnesium bromide; With copper(l) iodide; In tetrahydrofuran; at -25 ℃; for 0.5h;

((3aR,4S,6aS)-5-benzyl-2,2-dimethyltetrahydro-3aH-[1,3]dioxolo[4,5-c]pyrrol-4-yl)methyl 4-methylbenzenesulfonate; In tetrahydrofuran; at -25 - 20 ℃;
DOI:10.3762/bjoc.14.189

Reference yield:

: 123490-19-7
benzyl 2-deoxy-3,4-O-isopropylidene-2-methylene-β-L-erythro-pentopyranoside

: 186204-80-8
(3aS,7R,7aR)-5-benzyl-2,2,7-trimethylhexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 4 steps

1: 97 percent / H₂, NH₃ / 5percent Pd/C / ethyl acetate / 18 h / 20 °C / 760 Torr

2: 51 percent / Na, NH₃ / 1,2-dimethoxy-ethane / 3 h / -78 °C

3: 62 percent / pyridine / 21 h / 5 °C

4: 76 percent / 48 h / 40 °C

With pyridine; ammonia; hydrogen; sodium; palladium on activated charcoal; In 1,2-dimethoxyethane; ethyl acetate;
DOI:10.1039/CC9960002649