(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

Base Information

Chemical Name:(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane
CAS No.:393165-27-0
Molecular Formula:C₃₀H₄₁NO₈SSi
Molecular Weight:603.809
Hs Code.:

(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

Synonyms:(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

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Chemical Property of (1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

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Technology Process of (1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

There total 14 articles about (1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane 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: 91.0%

: 2606-51-1
3,4-Methylenedioxybenzyl bromide

: 475275-62-8
(1S,2S,3S,6R)-3-((t-butyldimethylsilyl)oxy)-1,2-O-isopropylidene-6-(N-(p-toluenesulfonyl)amino)cyclohexene-1,2-diol

: 393165-27-0
(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

Guidance literature:: (1S,2S,3S,6R)-3-((t-butyldimethylsilyl)oxy)-1,2-O-isopropylidene-6-(N-(p-toluenesulfonyl)amino)cyclohexene-1,2-diol; With N-Bromosuccinimide; In water; acetone; at 25 ℃; for 10h;

With sodium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In dichloromethane; at 20 ℃; for 8h;

3,4-Methylenedioxybenzyl bromide; In dichloromethane; at 20 ℃; for 7h;
DOI:10.1016/S0040-4020(02)00736-6

Reference yield: 68.0%

: 2606-51-1
3,4-Methylenedioxybenzyl bromide

: 393165-26-9
(1S,2R,3R,4S,5S,6S)-3,4-(isopropylidenedioxy)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxy-7-(4'-methylphenylsulfonyl)-7-azabicyclo[4.1.0]heptane

: 393165-27-0
(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

Guidance literature:: (1S,2R,3R,4S,5S,6S)-3,4-(isopropylidenedioxy)-5-[(tert-butyldimethylsilyl)oxy]-6-hydroxy-7-(4'-methylphenylsulfonyl)-7-azabicyclo[4.1.0]heptane; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -30 ℃;

3,4-Methylenedioxybenzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at -30 - 20 ℃; Further stages.;
DOI:10.1021/jo020129m

Reference yield:

: 2606-51-1
3,4-Methylenedioxybenzyl bromide

: (1aS,2R,3R,3aR,6aS,6bR)-2-(tert-Butyl-dimethyl-silanyloxy)-5,5-dimethyl-1-(toluene-4-sulfonyl)-hexahydro-4,6-dioxa-1-aza-cyclopropa[e]inden-3-ol

: 393165-27-0
(1R,2R,3S,4S,5S,6R)-4,5-(isopropylidenedioxy)-3-[(tert-butyldimethylsilyl)oxy]-6-N-(3',4'-methylenedioxybenzyl)-N-(4'-methylphenylsulfonyl)-7-oxabicyclo[4.1.0]heptane

Guidance literature:: (1aS,2R,3R,3aR,6aS,6bR)-2-(tert-Butyl-dimethyl-silanyloxy)-5,5-dimethyl-1-(toluene-4-sulfonyl)-hexahydro-4,6-dioxa-1-aza-cyclopropa[e]inden-3-ol; With n-butyllithium; In tetrahydrofuran; hexane; at -78 - -30 ℃;

3,4-Methylenedioxybenzyl bromide; With tetra-(n-butyl)ammonium iodide; In tetrahydrofuran; at -30 - 20 ℃; Further stages.;
DOI:10.1021/jo020129m