(4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Base Information

Chemical Name:(4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde
CAS No.:88559-50-6
Molecular Formula:C₃₃H₄₂O₅Si
Molecular Weight:546.779
Hs Code.:

Synonyms:(4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

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Chemical Property of (4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

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Technology Process of (4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

There total 9 articles about (4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-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: 67.0%

: 88559-49-3
{(4S,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolan-4-yl}-methanol

: 88559-50-6
(4R,5S)-5-[(R)-1-(tert-Butyl-dimethyl-silanyloxy)-2-trityloxy-ethyl]-2,2-dimethyl-[1,3]dioxolane-4-carbaldehyde

Guidance literature:: With 4 A molecular sieve; pyridinium chlorochromate; In dichloromethane; at 25 ℃; for 18h;
DOI:10.1016/S0040-4039(00)88259-3

Reference yield:

: 76182-92-8
4-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-5-O-triphenylmethyl-L-arabinose diethyl dithioacetal

: 78010-02-3,88559-50-6
4-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-5-O-triphenylmethyl-aldehydo-L-arabinose

Guidance literature:: With mercury dichloride; mercury(II) oxide; In water; acetone;
DOI:10.1016/S0040-4039(00)78650-3

Reference yield:

: 53872-72-3
2,3-O-isopropylidene-L-arabinose diethyl mercaptal

: 78010-02-3,88559-50-6
4-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-5-O-triphenylmethyl-aldehydo-L-arabinose

Guidance literature:: Multi-step reaction with 2 steps

1: 1.) 4-dimethylaminopyridine; 2.) imidazole / 1.) pyridine, r.t., 2 day; 2.) DMF, pyridine, r.t., 24 h

2: HgO, HgCl₂ / H₂O; acetone

With 1H-imidazole; dmap; mercury dichloride; mercury(II) oxide; In water; acetone;
DOI:10.1139/v81-044