2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

Base Information

Chemical Name:2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose
CAS No.:172297-69-7
Molecular Formula:C₄₂H₆₄O₆Si₃
Molecular Weight:749.223
Hs Code.:

Synonyms:2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

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Chemical Property of 2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

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Technology Process of 2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

There total 6 articles about 2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose 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: 84.0%

: 172297-68-6
2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-galactopyranoside

: 172297-69-7
2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

Guidance literature:: With dipyridinium dichromate; acetic anhydride; In dichloromethane; at 40 ℃; for 3h;
DOI:10.1016/0040-4020(95)00693-3

Reference yield:

: 117252-95-6
2-(trimethylsilyl)ethyl β-D-galactopyranoside

: 172297-69-7
2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

Guidance literature:: Multi-step reaction with 5 steps

1: 88 percent / p-TsOH / acetonitrile / Ambient temperature

2: 99 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

3: 96 percent / H₂ / 10percent Pd-C / acetic acid / 24 h / 760 Torr / Ambient temperature

4: 89 percent / DMAP, Et₃N / dimethylformamide / 120 h / Ambient temperature

5: 84 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 3 h / 40 °C

With 1H-imidazole; dmap; dipyridinium dichromate; hydrogen; acetic anhydride; triethylamine; palladium on activated charcoal; toluene-4-sulfonic acid; In dichloromethane; acetic acid; N,N-dimethyl-formamide; acetonitrile;
DOI:10.1016/0040-4020(95)00693-3

Reference yield:

: 117252-96-7
2-(trimethylsilyl)ethyl 4,6-di-O-benzylidene-β-D-galactopyranoside

: 172297-69-7
2-(trimethylsilyl)ethyl 2,3-di-O-tertbutyldimethylsilyl-6-O-triphenylmethyl-β-D-xylo-hexopyranoside-4-ulose

Guidance literature:: Multi-step reaction with 4 steps

1: 99 percent / imidazole / dimethylformamide / 12 h / Ambient temperature

2: 96 percent / H₂ / 10percent Pd-C / acetic acid / 24 h / 760 Torr / Ambient temperature

3: 89 percent / DMAP, Et₃N / dimethylformamide / 120 h / Ambient temperature

4: 84 percent / pyridinium dichromate, Ac₂O / CH₂Cl₂ / 3 h / 40 °C

With 1H-imidazole; dmap; dipyridinium dichromate; hydrogen; acetic anhydride; triethylamine; palladium on activated charcoal; In dichloromethane; acetic acid; N,N-dimethyl-formamide;
DOI:10.1016/0040-4020(95)00693-3