2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

Base Information

Chemical Name:2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester
CAS No.:289891-12-9
Molecular Formula:C₁₆H₁₈O₅
Molecular Weight:290.316
Hs Code.:

Synonyms:2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

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Chemical Property of 2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

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Technology Process of 2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

There total 2 articles about 2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester 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%

: 22945-10-4
2,2-dimethyl-[1,3]dioxole

: 107969-78-8
methyl benzylidenepyruvate

: 289891-12-9
2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

: 2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

: 2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

Guidance literature:: With copper(2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline])(triflate)2; In diethyl ether; at 20 ℃; for 16h;
DOI:10.1021/jo9918596

Reference yield:

: 140653-89-0
(E)-benzylideneglyoxylic acid potassium salt

: 289891-12-9
2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 91 percent / AcCl

2: 76 percent / 2,2'-isopropylidenebis[(4S)-4-t-Bu-2-oxazoline]-Cu(OTf)2 / diethyl ether / 16 h / 20 °C

With copper(2,2'-isopropylidenebis[(4S)-4-tert-butyl-2-oxazoline])(triflate)2; acetyl chloride; In diethyl ether; 1: Esterification / 2: Cycloaddition;
DOI:10.1021/jo9918596

Reference yield: 63.0%

: 289891-12-9
2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester

: 5-(hydroxymethyl)-2,2-dimethyl-7-phenyltetrahydro[1,3]dioxolo[4,5-b]pyran-6-ol

Guidance literature:: 2,2-dimethyl-7-phenyl-7,7a-dihydro-3aH-[1,3]dioxolo[4,5-b]pyran-5-carboxylic acid methyl ester; With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃; for 1.5h;

With dimethylsulfide borane complex; In tetrahydrofuran; at 0 - 20 ℃;

In water; at 60 ℃; for 1h; Further stages.;
DOI:10.1021/jo9918596