(3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

Base Information

Chemical Name:(3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine
CAS No.:870461-26-0
Molecular Formula:C₂₈H₄₉NO₅Si₂
Molecular Weight:535.872
Hs Code.:

Synonyms:(3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

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Chemical Property of (3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

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Technology Process of (3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

There total 2 articles about (3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine 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: 71.0%

: C₂₀H₃₃NO₄Si

: 852210-46-9
C₈H₁₅LiOSi

: 870461-26-0
(3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

Guidance literature:: In tetrahydrofuran; at -78 ℃; for 2h;
DOI:10.1002/anie.200501127

Reference yield: 65.0%

: 870461-25-9
C₂₀H₃₃NO₄Si

: 100069-93-0
1-<2-(trimethylsilyl)ethoxy>-1,2-propadiene

: 870461-26-0
(3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

Guidance literature:: 1-<2-(trimethylsilyl)ethoxy>-1,2-propadiene; With n-butyllithium; In tetrahydrofuran; hexane; at -40 ℃; for 0.25h; Inert atmosphere;

C₂₀H₃₃NO₄Si; In tetrahydrofuran; at -78 ℃; for 2.5h; Inert atmosphere;
DOI:10.3762/bjoc.10.17

Reference yield: 61.0%

: 870461-26-0
(3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine

: 333-27-7
methyl trifluoromethanesulfonate

: (4S,5S,4'S)-4-(benzyl(methyl)amino)-5-(tert-butyldimethylsiloxy)-5-(2',2'-dimethyl-1',3'-dioxolan-4'-yl)-3-[2''-(trimethylsilyl)ethoxy]pent-2-enal

Guidance literature:: (3S,1'S,4''S)-2-benzyl-1'-[(tert-butyldimethylsiloxy)-(2'',2''-dimethyl-1'',3''-dioxolan-4''-yl)methyl]-4-[2'''-(trimethylsilyl)ethoxy]-3,6-dihydro-2H-1,2-oxazine; methyl trifluoromethanesulfonate; In acetonitrile; at 0 - 20 ℃; for 6h; Inert atmosphere;

With triethylamine; In acetonitrile; at 0 ℃; for 1h; Inert atmosphere;
DOI:10.1055/s-0030-1258326