2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate

Base Information

Chemical Name:2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate
CAS No.:152088-95-4
Molecular Formula:C₃₄H₃₄Cl₃NO₁₀Si
Molecular Weight:751.089
Hs Code.:

Synonyms:

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Chemical Property of 2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate

Chemical Property:

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Technology Process of 2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate

There total 6 articles about 2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate 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:

: 2916-68-9
2-(Trimethylsilyl)ethanol

: 152088-95-4
2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate

Guidance literature:: Multi-step reaction with 3 steps

1: pyridine / 1 h / 0 °C

2: H₂ / 10percent Pd-C / ethyl acetate / 16 h

3: 1,8-diazabicyclo<5,4,0>undec-7-ene / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(83)85009-5

Reference yield:

: 87924-24-1
benzyl 2,3,4-tri-O-benzoyl-β-D-glucopyranoside

: 152088-95-4
2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate

Guidance literature:: Multi-step reaction with 5 steps

1: CrO₃, conc.H₂SO₄, H₂O / acetone / 2 h / 0 °C

2: oxalyl chloride, pyridine / CH₂Cl₂ / 0.5 h / 0 °C

3: pyridine / 1 h / 0 °C

4: H₂ / 10percent Pd-C / ethyl acetate / 16 h

5: 1,8-diazabicyclo<5,4,0>undec-7-ene / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; chromium(VI) oxide; oxalyl dichloride; sulfuric acid; water; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; ethyl acetate; acetone;
DOI:10.1016/0008-6215(83)85009-5

Reference yield:

: (2S,3S,4S,5R,6R)-3,4,5-Tris-benzoyloxy-6-benzyloxy-tetrahydro-pyran-2-carboxylic acid

: 152088-95-4
2-(trimethylsilyl)ethyl (2,3,4-tri-O-benzoyl-α-D-glucopyranosyl trichloroacetimidate)uronate

Guidance literature:: Multi-step reaction with 4 steps

1: oxalyl chloride, pyridine / CH₂Cl₂ / 0.5 h / 0 °C

2: pyridine / 1 h / 0 °C

3: H₂ / 10percent Pd-C / ethyl acetate / 16 h

4: 1,8-diazabicyclo<5,4,0>undec-7-ene / CH₂Cl₂ / 0.25 h / Ambient temperature

With pyridine; oxalyl dichloride; hydrogen; 1,8-diazabicyclo[5.4.0]undec-7-ene; palladium on activated charcoal; In dichloromethane; ethyl acetate;
DOI:10.1016/0008-6215(83)85009-5