(3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

Base Information

Chemical Name:(3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine
CAS No.:851959-93-8
Molecular Formula:C₂₃H₃₇NO₅Si
Molecular Weight:435.636
Hs Code.:

Synonyms:(3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

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Chemical Property of (3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

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Technology Process of (3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

There total 2 articles about (3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-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:

: 61186-66-1
1-methoxyallenyllithium

: 221351-76-4,404346-79-8
(Z)-N-[1-deoxy-2,4-O-ethylidene-O³-(tert-butyldimethylsilyl)-D-erythro-1-ylidene]benzylamine N-oxide

: (Z)-(4S)-4-(2'-methoxy-1',3'-butadienyl)-2,2-dimethyl-1,3-dioxolane

: (E)-(4S)-4-(2'-methoxy-1',3'-butadienyl)-2,2-dimethyl-1,3-dioxolane

: (3R,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

: 851959-93-8
(3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

Guidance literature:: (Z)-N-[1-deoxy-2,4-O-ethylidene-O³-(tert-butyldimethylsilyl)-D-erythro-1-ylidene]benzylamine N-oxide; With diethylaluminium chloride; In diethyl ether; hexane; at 20 ℃; for 0.166667h;

1-methoxyallenyllithium; In diethyl ether; hexane; at -78 ℃; for 1h;
DOI:10.1002/ejoc.200400627

Reference yield:

: 61186-66-1
1-methoxyallenyllithium

: 221351-76-4,404346-79-8
(Z)-N-[1-deoxy-2,4-O-ethylidene-O³-(tert-butyldimethylsilyl)-D-erythro-1-ylidene]benzylamine N-oxide

: 851959-93-8
(3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

Guidance literature:: In tetrahydrofuran; hexane; at -78 ℃; for 2h;
DOI:10.1002/ejoc.200400627

Reference yield: 31.0%

: 67-56-1
methanol

: 851959-93-8
(3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine

: (3S,5R)-2-Benzyl-3-[(2R,4S,5R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-[1,3]dioxan-4-yl]-4,4-dimethoxy-[1,2]oxazinan-5-ol

: (S)-(Benzyl-methoxycarbonylmethoxy-amino)-[(2R,4S,5R)-5-(tert-butyl-dimethyl-silanyloxy)-2-methyl-[1,3]dioxan-4-yl]-acetic acid methyl ester

Guidance literature:: methanol; (3S,2'R,4'S,5'R)-2-benzyl-3-(5'-tert-butyldimethylsiloxy-2'-methyl-1',3'-dioxan-4'-yl)-4-methoxy-3,6-dihydro-2H-1,2-oxazine; With ozone; at -78 - 20 ℃;

With acetic anhydride; triethylamine; In dichloromethane; at 0 - 20 ℃;
DOI:10.1002/ejoc.200400734