allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside

Base Information

• Chemical Name: allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside
• CAS No.: 859829-99-5
• Molecular Formula: C₂₈H₃₈O₆Si
• Molecular Weight: 498.692
• Mol file: 859829-99-5.mol

Synonyms:allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside

Chemical Property of allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside

There total 3 articles about allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside 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:

(2S,3R,4S,5R,6R)-2-Allyloxy-6-(tert-butyl-diphenyl-silanyloxymethyl)-tetrahydro-pyran-3,4,5-triol + 2,2-dimethoxy-propane (77-76-9) → allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside (859829-99-5)

Guidance literature:

With toluene-4-sulfonic acid; In acetone; at 20 ℃; for 12h;

DOI:10.1016/j.tet.2005.04.019

Reference yield:

tert-butylchlorodiphenylsilane (58479-61-1) → allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside (859829-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 12 h / 20 °C

2: 2.24 g / TsOH / acetone / 12 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tet.2005.04.019

Reference yield:

(2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol (48149-72-0,821794-45-0) → allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-α-D-galactopyranoside (859829-99-5)

Guidance literature:

Multi-step reaction with 2 steps

1: imidazole / dimethylformamide / 12 h / 20 °C

2: 2.24 g / TsOH / acetone / 12 h / 20 °C

With 1H-imidazole; toluene-4-sulfonic acid; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.tet.2005.04.019

upstream raw materials:

2,2-dimethoxy-propane

tert-butylchlorodiphenylsilane

(2S,3R,4S,5R,6R)-2-Allyloxy-6-hydroxymethyl-tetrahydro-pyran-3,4,5-triol

Downstream raw materials:

allyl 6-O-(tert-butyldiphenylsilyl)-3,4-O-isopropylidene-2-O-(4-methoxybenzyl)-α-D-galactopyranoside