2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

Base Information

Chemical Name:2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside
CAS No.:404579-58-4
Molecular Formula:C₃₇H₄₅NO₁₀Si
Molecular Weight:691.851
Hs Code.:

Synonyms:2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

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Chemical Property of 2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

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Technology Process of 2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

There total 6 articles about 2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside 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: 98.0%

: 98-88-4
benzoyl chloride

: 404579-56-2
2-benzoyloxyethyl 2-acetamido-6-O-tertbutyldimethylsilyl-2-deoxy-β-D-glucopyranoside

: 404579-58-4
2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: With pyridine; at -15 ℃; for 3h;
DOI:10.1021/ja017370n

Reference yield:

: 94-33-7
C₉H₁₀O₃

: 404579-58-4
2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / trimethylsilyl triflate / CH₂Cl₂ / 1 h / 0 °C

2: 96 percent / zinc; acetic acid / tetrahydrofuran / 2 h / 20 °C / sonification

3: 68 percent / sodium methylate / methanol / 0 °C

4: 92 percent / triethylamine; DMAP / dimethylformamide / 3 h / 0 °C

5: 98 percent / pyridine / 3 h / -15 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja017370n

Reference yield:

: 136945-14-7
O-[3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-α-D-glucopyranosyl] trichloroacetimidate

: 404579-58-4
2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-6-O-tert-butyldimethylsilyl-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 68 percent / trimethylsilyl triflate / CH₂Cl₂ / 1 h / 0 °C

2: 96 percent / zinc; acetic acid / tetrahydrofuran / 2 h / 20 °C / sonification

3: 68 percent / sodium methylate / methanol / 0 °C

4: 92 percent / triethylamine; DMAP / dimethylformamide / 3 h / 0 °C

5: 98 percent / pyridine / 3 h / -15 °C

With pyridine; dmap; trimethylsilyl trifluoromethanesulfonate; sodium methylate; acetic acid; triethylamine; zinc; In tetrahydrofuran; methanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1021/ja017370n