(2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

Base Information

Chemical Name:(2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran
CAS No.:87804-50-0
Molecular Formula:C₂₃H₃₄O₇
Molecular Weight:422.519
Hs Code.:

Synonyms:(2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

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Chemical Property of (2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

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Technology Process of (2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

There total 6 articles about (2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran 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%

: 108-24-7
acetic anhydride

: 104130-15-6
Acetic acid (2S,3S,4R,6R)-6-furan-2-yl-4-hydroxy-2-((1R,2S,5R)-2-isopropyl-5-methyl-cyclohexyloxy)-tetrahydro-pyran-3-yl ester

: 87804-50-0
(2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

Guidance literature:: With triethylamine; dmap; In dichloromethane; for 24h; Ambient temperature;
DOI:10.1021/ja00282a035

Reference yield:

: 98-01-1
furfural

: 87804-50-0
(2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

Guidance literature:: Multi-step reaction with 3 steps

1: 2.) triethylamine / 1.) (+)-Eu(hfc)3 / 1.) CDCl₃, room temperature, 24 h; 2.) methanol, room temperature, 2 h

2: K-Selectride / tetrahydrofuran / 1 h / -78 °C

3: 79 percent / triethylamine / (dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With potassium tri-sec-butyl-borohydride; triethylamine; dmap; tris{3-(heptafluoropropylhydroxymethylene)-(+)-camphorato}europium(III); In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00282a035

Reference yield:

: 87804-49-7
(2S,3R,6R)-3-acetoxy-2-(l-menthyloxy)-6-furyl-2H-tetrahydropyran-4-one

: 87804-50-0
(2S,3S,4R,6R)-3,4-diacetoxy-2-(l-menthyloxy)-6-furyl-2H-(3,4,5,6)-tetrahydropyran

Guidance literature:: Multi-step reaction with 2 steps

1: K-Selectride / tetrahydrofuran / 1 h / -78 °C

2: 79 percent / triethylamine / (dimethylamino)pyridine / CH₂Cl₂ / 24 h / Ambient temperature

With potassium tri-sec-butyl-borohydride; triethylamine; dmap; In tetrahydrofuran; dichloromethane;
DOI:10.1021/ja00282a035