methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Base Information

Chemical Name:methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate
CAS No.:133635-05-9
Molecular Formula:C₂₄H₄₀O₈Si
Molecular Weight:484.662
Hs Code.:

Synonyms:methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

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Chemical Property of methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

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Technology Process of methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

There total 5 articles about methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate 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: 90.0%

: methyl (methyl 4-O-benzoyl-5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

: 133635-05-9
methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: With sodium methylate; In methanol; for 2h; Ambient temperature;

Reference yield:

: 116464-73-4
methyl (methyl 5-O-benzyl-3-deoxy-7,8-O-isopropylidene-α-D-manno-oct-2-ulopyranosid)onate

: 133635-05-9
methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 5 steps

1: 61 percent / pyridine, DMAP / 15 h / 35 °C

2: 90 percent / aq. TFA, silica gel / CH₂Cl₂ / 5 h / Ambient temperature

3: 1) dibutyltin oxide, 2) tetrabutylammonium bromide / 1) benzene, reflux, 2 h, 2) benzene, 100 deg C, 16 h

4: 94 percent / N-methylimidazol / tetrahydrofuran / 24 h / 60 °C / the reaction was repeated

5: 90 percent / NaOCH₃ / methanol / 2 h / Ambient temperature

With pyridine; 1-methyl-1H-imidazole; dmap; tetrabutylammomium bromide; sodium methylate; silica gel; di(n-butyl)tin oxide; trifluoroacetic acid; In tetrahydrofuran; methanol; dichloromethane;

Reference yield:

: 133635-02-6
methyl (methyl 4-O-benzoyl-5-O-benzyl-3-deoxy-α-D-manno-oct-2-ulopyranosid)onate

: 133635-05-9
methyl (methyl 5-O-benzyl-7-O-t-butyldimethylsilyl-3-deoxy-8-O-methyl-α-D-manno-oct-2-ulopyranosid)onate

Guidance literature:: Multi-step reaction with 3 steps

1: 1) dibutyltin oxide, 2) tetrabutylammonium bromide / 1) benzene, reflux, 2 h, 2) benzene, 100 deg C, 16 h

2: 94 percent / N-methylimidazol / tetrahydrofuran / 24 h / 60 °C / the reaction was repeated

3: 90 percent / NaOCH₃ / methanol / 2 h / Ambient temperature

With 1-methyl-1H-imidazole; tetrabutylammomium bromide; sodium methylate; di(n-butyl)tin oxide; In tetrahydrofuran; methanol;