(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

Base Information

Chemical Name:(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde
CAS No.:475641-64-6
Molecular Formula:C₂₆H₄₄O₆Si₂
Molecular Weight:508.803
Hs Code.:

Synonyms:(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

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Chemical Property of (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

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Technology Process of (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

There total 7 articles about (2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde 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:

: C-[(2R,4aR,6R,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxin-6-yl]-methyleneamine

: 475641-64-6
(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

Guidance literature:: With hydrogenchloride; In dichloromethane; at 22 ℃; for 16h;
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

: 475641-64-6
(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

Guidance literature:: Multi-step reaction with 6 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

4: 100 percent / 2,6-lutidine / CH₂Cl₂ / 72 h / 0 - 22 °C

5: DIBALH / CH₂Cl₂ / 0.2 h / -78 °C

6: aq. HCl / CH₂Cl₂ / 16 h / 22 °C

With 2,6-dimethylpyridine; hydrogenchloride; osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; diisobutylaluminium hydride; In 1,4-dioxane; methanol; dichloromethane; chloroform;
DOI:10.1055/s-2002-33527

Reference yield:

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

: 475641-64-6
(2R,4aR,6S,7R,8S,8aR)-7,8-Bis-(tert-butyl-dimethyl-silanyloxy)-2-phenyl-hexahydro-pyrano[3,2-d][1,3]dioxine-6-carbaldehyde

Guidance literature:: Multi-step reaction with 5 steps

1: Amberlyst 15 / CHCl₃ / 22.5 h

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

3: 100 percent / 2,6-lutidine / CH₂Cl₂ / 72 h / 0 - 22 °C

4: DIBALH / CH₂Cl₂ / 0.2 h / -78 °C

5: aq. HCl / CH₂Cl₂ / 16 h / 22 °C

With 2,6-dimethylpyridine; hydrogenchloride; osmium(VIII) oxide; N-methyl-2-indolinone; Amberlyst 15; diisobutylaluminium hydride; In 1,4-dioxane; dichloromethane; chloroform;
DOI:10.1055/s-2002-33527