2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

Base Information

Chemical Name:2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol
CAS No.:497880-80-5
Molecular Formula:C₂₆H₃₅BrO₅Si
Molecular Weight:535.55
Hs Code.:

Synonyms:2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

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Chemical Property of 2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

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Technology Process of 2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

There total 8 articles about 2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol 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: 88.0%

: 497880-79-2
2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-7-deoxy-D-glycero-L-galacto-heptitol

: 77-76-9
2,2-dimethoxy-propane

: 497880-80-5
2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

Guidance literature:: With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 2h;
DOI:10.1016/S0040-4020(02)01049-9

Reference yield:

: (7E)-1,3,4,5-tetra-O-acetyl-2,6-anhydro-7,8,9-trideoxy-9-(3,5-dioxo-4-phenyl-1,2,4-triazolidin-1-yl)-D-glycero-L-galacto-non-7-enitol

: 497880-80-5
2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

Guidance literature:: Multi-step reaction with 7 steps

1.1: ozone / methanol; CH₂Cl₂ / 1 h

1.2: dimethyl sulfide / methanol; CH₂Cl₂

2.1: 0.071 g / sodium borohydride; acetic acid / tetrahydrofuran

3.1: 60 percent / DMAP; pyridine / 5 h / 4 °C

4.1: 80 percent / tetrabutylammonium bromide / toluene / 20 h / 80 °C

5.1: 100 percent / sodium methoxide / methanol / 3 h / 20 °C

6.1: 85 percent / imidazole / dimethylformamide / 2 h / 0 °C

7.1: 88 percent / p-toluenesulfonic acid monohydrate / acetone / 2 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; tetrabutylammomium bromide; sodium methylate; toluene-4-sulfonic acid; ozone; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4020(02)01049-9

Reference yield:

: 53263-18-6,82659-53-8,98920-46-8,98920-48-0,98920-49-1,103773-87-1,98920-44-6
allyl 2,3,4,6-tetra-O-acetyl-α-D-galactopyranoside

: 497880-80-5
2,6-anhydro-7-bromo-1-O-(t-butyldiphenylsilyl)-3,4-O-isopropylidene-7-deoxy-D-glycero-L-galacto-heptitol

Guidance literature:: Multi-step reaction with 8 steps

1.1: 83 percent / CH₂Cl₂ / 20 °C

2.1: ozone / methanol; CH₂Cl₂ / 1 h

2.2: dimethyl sulfide / methanol; CH₂Cl₂

3.1: 0.071 g / sodium borohydride; acetic acid / tetrahydrofuran

4.1: 60 percent / DMAP; pyridine / 5 h / 4 °C

5.1: 80 percent / tetrabutylammonium bromide / toluene / 20 h / 80 °C

6.1: 100 percent / sodium methoxide / methanol / 3 h / 20 °C

7.1: 85 percent / imidazole / dimethylformamide / 2 h / 0 °C

8.1: 88 percent / p-toluenesulfonic acid monohydrate / acetone / 2 h / 20 °C

With pyridine; 1H-imidazole; dmap; sodium tetrahydroborate; tetrabutylammomium bromide; sodium methylate; toluene-4-sulfonic acid; ozone; acetic acid; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide; acetone; toluene;
DOI:10.1016/S0040-4020(02)01049-9