(2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

Base Information

Chemical Name:(2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile
CAS No.:475641-62-4
Molecular Formula:C₁₄H₁₅NO₅
Molecular Weight:277.277
Hs Code.:

Synonyms:(2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

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Chemical Property of (2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

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Technology Process of (2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

There total 4 articles about (2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile 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: 100.0%

: 88180-37-4
4,6-O-Benzylidene-2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl cyanide

: 475641-62-4
(2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

Guidance literature:: With osmium(VIII) oxide; N-methyl-2-indolinone; In 1,4-dioxane; at 20 ℃; for 96h;
DOI:10.1055/s-2002-33527

Reference yield:

: 83938-00-5
((2R,3S,6S)-3-acetoxy-6-cyano-3,6-dihydro-2H-pyran-2-yl)methyl acetate

: 475641-62-4
(2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

Guidance literature:: Multi-step reaction with 3 steps

1: Amberlyst 15 / methanol / 24 h / Heating

2: Amberlyst 15 / CHCl₃ / 22.5 h

3: 100 percent / aq. OsO₄; NMO / dioxane / 96 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; In 1,4-dioxane; methanol; chloroform;
DOI:10.1055/s-2002-33527

Reference yield:

: 88180-36-3
2,3-dideoxy-α-D-erythro-hex-2-enopyranosyl cyanide

: 475641-62-4
(2R,4aR,6R,7S,8R,8aS)-7,8-Dihydroxy-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbonitrile

Guidance literature:: Multi-step reaction with 2 steps

1: Amberlyst 15 / CHCl₃ / 22.5 h

2: 100 percent / aq. OsO₄; NMO / dioxane / 96 h / 20 °C

With osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; In 1,4-dioxane; chloroform;
DOI:10.1055/s-2002-33527