1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

Base Information

Chemical Name:1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose
CAS No.:1357911-94-4
Molecular Formula:C₂₂H₃₆N₂O₇Si
Molecular Weight:468.623
Hs Code.:

Synonyms:1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of 1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

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Technology Process of 1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

There total 5 articles about 1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose 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:

: 563-70-2
bromonitromethane

: 1357911-90-0
1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose

: (5S)-1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

: 1357911-94-4
1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

Guidance literature:: bromonitromethane; 1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose; With samarium diiodide; In tetrahydrofuran; at 20 ℃; for 5h;

With hydrogenchloride; In tetrahydrofuran; water; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2011.12.061

Reference yield:

: 563-70-2
bromonitromethane

: 111000-76-1
1-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanose

: 104-94-9
4-methoxy-aniline

: (5S)-1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

: 1357911-94-4
1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

Guidance literature:: 1-O-tert-butyldimethylsilyl-2,3-O-isopropylidene-α-D-lyxo-pentodialdo-1,4-furanose; 4-methoxy-aniline; With titanium(IV) tetraethanolate; tin(ll) chloride; In tetrahydrofuran; for 1h;

bromonitromethane; In tetrahydrofuran; at 20 ℃; for 4h; Overall yield = 62 %; diastereoselective reaction;
DOI:10.1055/s-0033-1339486

Reference yield:

: 563-70-2
bromonitromethane

: 1357911-90-0
1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose

: (5S)-1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

: 1357911-94-4
1-O-(tert-butyldimethylsilyl)-5,6-dideoxy-2,3-O-isopropylidene-5-(p-methoxyphenylamino)-6-nitro-α-D-mannofuranose

: L-gulofuranose

Guidance literature:: bromonitromethane; With indium; zinc; In tetrahydrofuran; for 0.333333h; Sonication;

1-O-tert-butyldimethylsilyl-5-deoxy-2,3-O-isopropylidene-5[(4-methoxyphenyl)imino]-α-D-lyxofuranose; In tetrahydrofuran; for 4h; Sonication;
DOI:10.1016/j.tetlet.2013.02.041