methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

Base Information

Chemical Name:methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate
CAS No.:129034-10-2
Molecular Formula:C₂₇H₄₄O₉Si
Molecular Weight:540.726
Hs Code.:

Synonyms:methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

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Chemical Property of methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

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Technology Process of methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

There total 19 articles about methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)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: 83.0%

: 129034-11-3
methyl (methyl 4-O-benzyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

: 18162-48-6
tert-butyldimethylsilyl chloride

: 129034-10-2
methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: With 1H-imidazole; In dichloromethane; ice bath;

Reference yield: 53.0%

: 129063-70-3
methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-gluco-2-nonulopyranosid-5-ulos)onate

: 129034-10-2
methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

: 129034-12-4
methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-gulo-2-nonulopyranosid)onate

Guidance literature:: With sodium tetrahydroborate; In methanol; at -30 ℃; for 2h;

Reference yield:

: 7001-18-5
methyl 2-methoxyacrylate

: 129034-10-2
methyl (methyl 4-O-benzyl-9-O-tert-butyldimethylsilyl-3-deoxy-7,8-O-isopropylidene-D-glycero-D-galacto-2-nonulopyranosid)onate

Guidance literature:: Multi-step reaction with 6 steps

1: 73 percent / toluene / 72 h / 60 °C / 5250420 Torr

2: 82 percent / potassium carbonate / methanol / 3 h

3: 74 percent / silver oxide / CH₂Cl₂ / 1) RT, 30 min; 2) reflux, 11 h

4: 85 percent / Raney nickel / tetrahydrofuran / 0.33 h / Ambient temperature

5: 1) borane-dimethylsulfide; 2) 10 percent aq. sodium hydroxide, 35 percent H₂O₂ / 1) tetrahydrofuran, -10 deg C then RT, 26 h; 2) -10 deg C, then RT, 20 min

6: 83 percent / imidazole / CH₂Cl₂ / ice bath

With 1H-imidazole; sodium hydroxide; dimethylsulfide borane complex; dihydrogen peroxide; nickel; potassium carbonate; silver(l) oxide; In tetrahydrofuran; methanol; dichloromethane; toluene;