(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

Base Information

Chemical Name:(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate
CAS No.:1443540-30-4
Molecular Formula:C₂₄H₃₅NO₆Si
Molecular Weight:461.631
Hs Code.:

(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

Synonyms:(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

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Chemical Property of (3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

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Technology Process of (3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

There total 3 articles about (3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate 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: 31.0%

: 3426-71-9
Benzyl N-hydroxycarbamate

: 1379659-86-5
tert-butyl(((3aR,7aR)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxol-3a-yl)methoxy)dimethylsilane

: 1443540-28-0
(3aR,4R,7S,7aR)-benzyl 3a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

: 1443540-30-4
(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

Guidance literature:: With tetrabutylammonium periodite; In dichloromethane; at -78 ℃; for 20h; Inert atmosphere;
DOI:10.1016/j.tet.2013.04.033

Reference yield:

: 69739-34-0
t-butyldimethylsiyl triflate

: 1443540-30-4
(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1.08 h / 0 °C

2: tetrabutylammonium periodite / dichloromethane / 20 h / -78 °C / Inert atmosphere

With tetrabutylammonium periodite; triethylamine; In dichloromethane; 2: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tet.2013.04.033

Reference yield:

: 172877-76-8
((3aR,7aR)-2,2-dimethyl-3a,7a-dihydrobenzo[d][1,3]dioxol-3a-yl)methanol

: 1443540-30-4
(3aR,4S,7R,7aR)-benzyl 7a-(((tert-butyldimethylsilyl)oxy)methyl)-2,2-dimethyl-3a,4,7,7a-tetrahydro-4,7-(epoxyimino)benzo[d][1,3]dioxole-8-carboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 1.08 h / 0 °C

2: tetrabutylammonium periodite / dichloromethane / 20 h / -78 °C / Inert atmosphere

With tetrabutylammonium periodite; triethylamine; In dichloromethane; 2: |Diels-Alder Cycloaddition;
DOI:10.1016/j.tet.2013.04.033