(2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

Base Information

Chemical Name:(2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride
CAS No.:1293280-10-0
Molecular Formula:C₁₉H₂₇F₂NO₄
Molecular Weight:371.424
Hs Code.:

Synonyms:(2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

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Chemical Property of (2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

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Technology Process of (2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

There total 5 articles about (2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride 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: 62.0%

: 1293280-09-7
((2S,3S,4aR,8R,8aR)-6-benzyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridin-8-yl)carboxaldehyde

: 1293280-10-0
(2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

Guidance literature:: With diethylamino-sulfur trifluoride; In dichloromethane; at -15 - 20 ℃;

Reference yield:

: 1084896-40-1
(2S,3S,4aS,5S,8R,8aR)-5-(benzyloxy)-2,3-dimethoxy-2,3-dimethylhexahydro-2H-pyrano[3,4-b][1,4]dioxine-8-carbonitrile

: 1293280-10-0
(2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

Guidance literature:: Multi-step reaction with 4 steps

1.1: ammonium formate / palladium(II) hydroxide / methanol / 24 h / 50 - 55 °C

1.2: Cooling with ice

2.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 40 °C

2.2: 40 °C

3.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

3.2: Cooling

4.1: diethylamino-sulfur trifluoride / dichloromethane / -15 - 20 °C

With oxalyl dichloride; diethylamino-sulfur trifluoride; ammonium formate; potassium carbonate; dimethyl sulfoxide; palladium(II) hydroxide; In methanol; dichloromethane; N,N-dimethyl-formamide; 3.1: Swern Oxidation / 3.2: Swern Oxidation;

Reference yield:

: 1293280-08-6
((2S,3S,4aR,8R,8aR)-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridin-8-yl)methanol hydrochloride

: 1293280-10-0
(2S,3S,4aR,8S,8aR)-6-benzyl-8,8-difluoromethyl-2,3-dimethoxy-2,3-dimethyloctahydro-[1,4]dioxino[2,3-c]pyridine hydrochloride

Guidance literature:: Multi-step reaction with 3 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 4 h / 40 °C

1.2: 40 °C

2.1: oxalyl dichloride; dimethyl sulfoxide / dichloromethane / 1.5 h / -78 °C

2.2: Cooling

3.1: diethylamino-sulfur trifluoride / dichloromethane / -15 - 20 °C

With oxalyl dichloride; diethylamino-sulfur trifluoride; potassium carbonate; dimethyl sulfoxide; In dichloromethane; N,N-dimethyl-formamide; 2.1: Swern Oxidation / 2.2: Swern Oxidation;