(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Base Information

Chemical Name:(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine
CAS No.:174782-40-2
Molecular Formula:C₂₁H₃₁NO₅
Molecular Weight:377.481
Hs Code.:

Synonyms:(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

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Chemical Property of (3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

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Technology Process of (3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

There total 5 articles about (3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[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: 79.0%

: 100-39-0
benzyl bromide

: 174782-39-9
(3aS,4R,6R,7S,7aR)-6-((S)-2,2-Dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridin-7-ol

: 174782-40-2
(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: With tetra-(n-butyl)ammonium iodide; sodium hydride; In tetrahydrofuran; at 20 ℃; for 15h;
DOI:10.1016/0040-4039(95)02214-7

Reference yield:

: 14548-95-9
2,3:6,7-Di-O-isopropyliden-D-glycero-D-guloheptonono-γ-lacton

: 174782-40-2
(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 5 steps

1: pyridine / CH₂Cl₂ / -20 °C

2: LiN₃ / dimethylformamide / 20 °C

3: diethyl ether; tetrahydrofuran

4: 92 percent / hydrogen / Pd-C

5: 79 percent / NaH,Bu₄NI / tetrahydrofuran / 15 h / 20 °C

With pyridine; lithium azide; hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In tetrahydrofuran; diethyl ether; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0040-4039(95)02214-7

Reference yield:

: (3aR,4S,6S,6aR)-6-[(R)-Azido-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-methyl]-2,2,4-trimethyl-tetrahydro-furo[3,4-d][1,3]dioxol-4-ol

: 174782-40-2
(3aS,4R,6S,7S,7aR)-7-Benzyloxy-6-((S)-2,2-dimethyl-[1,3]dioxolan-4-yl)-2,2,4-trimethyl-hexahydro-[1,3]dioxolo[4,5-c]pyridine

Guidance literature:: Multi-step reaction with 2 steps

1: 92 percent / hydrogen / Pd-C

2: 79 percent / NaH,Bu₄NI / tetrahydrofuran / 15 h / 20 °C

With hydrogen; tetra-(n-butyl)ammonium iodide; sodium hydride; palladium on activated charcoal; In tetrahydrofuran;
DOI:10.1016/0040-4039(95)02214-7