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

Base Information

Chemical Name:(6R)-6-bromo-1-O-tert-butyldimethylsilyl-5,6-dideoxy-2,3-O-isopropylidene-5-p-methoxyphenylamino-6-nitro-α-D-mannofuranose
CAS No.:1357911-97-7
Molecular Formula:C₂₂H₃₅BrN₂O₇Si
Molecular Weight:547.519
Hs Code.:

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

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

There total 3 articles about (6R)-6-bromo-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

: C₂₂H₃₅BrN₂O₇Si

: 1357911-97-7
(6R)-6-bromo-1-O-tert-butyldimethylsilyl-5,6-dideoxy-2,3-O-isopropylidene-5-p-methoxyphenylamino-6-nitro-α-D-mannofuranose

Guidance literature:: With sodium iodide; In tetrahydrofuran; at 20 ℃; for 5h; optical yield given as %de; diastereoselective reaction;
DOI:10.1016/j.tet.2011.12.061

Reference yield:

: 104-94-9
4-methoxy-aniline

: C₂₂H₃₅BrN₂O₇Si

: 1357911-97-7
(6R)-6-bromo-1-O-tert-butyldimethylsilyl-5,6-dideoxy-2,3-O-isopropylidene-5-p-methoxyphenylamino-6-nitro-α-D-mannofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

2: sodium iodide / tetrahydrofuran / 5 h / 20 °C

With sodium iodide; In tetrahydrofuran; dichloromethane; 2: aza-Henry reaction;
DOI:10.1016/j.tet.2011.12.061

Reference yield:

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

: C₂₂H₃₅BrN₂O₇Si

: 1357911-97-7
(6R)-6-bromo-1-O-tert-butyldimethylsilyl-5,6-dideoxy-2,3-O-isopropylidene-5-p-methoxyphenylamino-6-nitro-α-D-mannofuranose

Guidance literature:: Multi-step reaction with 2 steps

1: dichloromethane / 20 °C / Molecular sieve; Inert atmosphere

2: sodium iodide / tetrahydrofuran / 5 h / 20 °C

With sodium iodide; In tetrahydrofuran; dichloromethane; 2: aza-Henry reaction;
DOI:10.1016/j.tet.2011.12.061