2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside
CAS No.:678995-62-5
Molecular Formula:C₂₇H₃₄O₇SSi
Molecular Weight:530.714
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

There total 8 articles about 2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-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: 79.0%

: Benzoic acid (2S,4aR,6R,7R,8R,8aS)-2-phenyl-8-trifluoromethanesulfonyloxy-6-(2-trimethylsilanyl-ethoxy)-hexahydro-pyrano[3,2-d][1,3]dioxin-7-yl ester

: 10387-40-3
potassium thioacetate

: 678995-62-5
2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: In N,N-dimethyl-formamide; at 60 ℃; for 12h;
DOI:10.1021/ol036460p

Reference yield:

: 1125-88-8
benzaldehyde dimethyl acetal

: 678995-62-5
2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: p-toluenesulfonic acid / acetonitrile / 0.42 h / 20 °C

2: 2.526 g / pyridine / 12 h / 20 °C

3: 85 percent / aq. ceric ammomium nitrate / acetonitrile / 0.5 h / 20 °C

4: pyridine / CH₂Cl₂ / 0.5 h / -20 °C

5: 0.560 g / tetrabutylammonium nitrite / acetonitrile / 12 h / 20 °C

6: pyridine / CH₂Cl₂ / 0.83 h / -20 °C

7: 79 percent / dimethylformamide / 12 h / 60 °C

With pyridine; ammonium cerium(IV) nitrate; toluene-4-sulfonic acid; tetrabutylammonium nitrite; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol036460p

Reference yield:

: 143834-54-2
2-(trimethylsilyl)ethyl 3-O-p-methoxybenzyl-β-D-galactopyranoside

: 678995-62-5
2-(trimethylsilyl)ethyl 3-S-acetyl-2-O-benzoyl-4,6-O-benzylidene-β-D-galactopyranoside

Guidance literature:: Multi-step reaction with 7 steps

1: p-toluenesulfonic acid / acetonitrile / 0.42 h / 20 °C

2: 2.526 g / pyridine / 12 h / 20 °C

3: 85 percent / aq. ceric ammomium nitrate / acetonitrile / 0.5 h / 20 °C

4: pyridine / CH₂Cl₂ / 0.5 h / -20 °C

5: 0.560 g / tetrabutylammonium nitrite / acetonitrile / 12 h / 20 °C

6: pyridine / CH₂Cl₂ / 0.83 h / -20 °C

7: 79 percent / dimethylformamide / 12 h / 60 °C

With pyridine; ammonium cerium(IV) nitrate; toluene-4-sulfonic acid; tetrabutylammonium nitrite; In dichloromethane; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1021/ol036460p