dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

Base Information

Chemical Name:dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate
CAS No.:1613470-19-1
Molecular Formula:C₃₂H₄₈N₂O₉Si
Molecular Weight:632.827
Hs Code.:

Synonyms:dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

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Chemical Property of dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

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Technology Process of dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

There total 5 articles about dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate 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: 96.0%

: dibenzyl (R,E)-1-(8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxooct-2-en-4-yl)hydrazine-1,2-dicarboxylate

: 1613470-19-1
dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

Guidance literature:: With osmium(VIII) oxide; hydroquinine (anthraquinone-1,4-diyl) diether; methanesulfonamide; potassium carbonate; potassium hexacyanoferrate(III); In water; toluene; tert-butyl alcohol; at 0 ℃; for 24h; Reagent/catalyst; diastereoselective reaction;
DOI:10.1039/c4ob00461b

Reference yield:

: dibenzyl (R,E)-1-(8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-1-oxooct-2-en-4-yl)hydrazine-1,2-dicarboxylate

: 1613470-19-1
dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

: 1613470-20-4
dibenzyl 1-((2S,3R,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

Guidance literature:: With osmium(VIII) oxide; methanesulfonamide; potassium carbonate; (9S,9"S)-9,9"-[phthalazine-1,4-diylbis-(oxy)]bis[10,11-dihydro-6'-methoxycinchonane]; potassium hexacyanoferrate(III); In water; toluene; tert-butyl alcohol; at 0 ℃; for 24h; Reagent/catalyst; Overall yield = 95 %;
DOI:10.1039/c4ob00461b

Reference yield:

: 118794-69-7
6-[(tert-butyldimethylsilyl)oxy]hexanal

: 1613470-19-1
dibenzyl 1-((2R,3S,4R)-8-((tert-butyldimethylsilyl)oxy)-1-ethoxy-2,3-dihydroxy-1-oxooctan-4-yl)hydrazine-1,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: L-proline

2: 1,8-diazabicyclo[5.4.0]undec-7-ene; lithium chloride / acetonitrile

3: osmium(VIII) oxide; potassium hexacyanoferrate(III); potassium carbonate; hydroquinine (anthraquinone-1,4-diyl) diether; methanesulfonamide / tert-butyl alcohol; water; toluene / 24 h / 0 °C

With osmium(VIII) oxide; hydroquinine (anthraquinone-1,4-diyl) diether; methanesulfonamide; potassium carbonate; 1,8-diazabicyclo[5.4.0]undec-7-ene; L-proline; lithium chloride; potassium hexacyanoferrate(III); In water; toluene; acetonitrile; tert-butyl alcohol; 2: |Horner-Wadsworth-Emmons Olefination / 3: |Sharpless Dihydroxylation;
DOI:10.1039/c4ob00461b