2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside
CAS No.:176095-75-3
Molecular Formula:C₂₆H₃₄O₈Si
Molecular Weight:502.637
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

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Chemical Property of 2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

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Technology Process of 2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

There total 7 articles about 2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside 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: 27.0%

: 2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4,6-O-(p-methoxybenzylidene)-β-D-arabino-hexopyranoside

: 2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-β-D-arabino-hexopyranoside

: 176095-74-2
2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-6-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

: 176095-75-3
2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

Guidance literature:: With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 80 ℃; overnight;
DOI:10.1021/jo951914k

Reference yield: 19.0%

: 2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4,6-O-(p-methoxybenzylidene)-β-D-arabino-hexopyranoside

: 176095-74-2
2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-6-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

: 176095-75-3
2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

Guidance literature:: With acetic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In toluene; at 80 ℃; for 20h;
DOI:10.1021/jo952177v

Reference yield:

: 2186-92-7
p-Anisaldehyde dimethyl acetal

: 176095-75-3
2-(trimethylsilyl)ethyl 3-O-benzoyl-2-deoxy-4-O-(p-methoxybenzoyl)-β-D-arabino-hexopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 94 percent / p-toluenesulfonic acid / acetonitrile / 3 h / Ambient temperature

2: 68 percent / Et₃N / CH₂Cl₂ / 1 h / other reagent, other solvents

3: 99 percent / benzene / 4 h / Heating

4: 99 percent / Bu₃SnH, AIBN / toluene / 4 h / Heating

5: 27 percent / DDQ, AcOH / toluene / 80 °C / overnight

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In dichloromethane; toluene; acetonitrile; benzene;
DOI:10.1021/jo951914k