2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Base Information

Chemical Name:2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside
CAS No.:404579-52-8
Molecular Formula:C₂₄H₂₈Cl₃NO₁₂
Molecular Weight:628.845
Hs Code.:

Synonyms:2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

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Chemical Property of 2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

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Technology Process of 2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

There total 1 articles about 2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-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: 68.0%

: 94-33-7
C₉H₁₀O₃

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

: 404579-52-8
2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

Guidance literature:: With trimethylsilyl trifluoromethanesulfonate; In dichloromethane; at 0 ℃; for 1h;
DOI:10.1021/ja017370n

Reference yield: 96.0%

: 108-24-7
acetic anhydride

: 404579-52-8
2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 404579-53-9
2-benzoyloxyethyl 2-acetamido-3,4,6-tri-O-acetyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: With acetic acid; zinc; In tetrahydrofuran; at 20 ℃; for 2h; sonification;
DOI:10.1021/ja017370n

Reference yield:

: 404579-52-8
2-benzoyloxyethyl-3,4,6-tri-O-acetyl-2-deoxy-2-(2,2,2-trichloroethoxycarbonylamino)-β-D-glucopyranoside

: 404579-60-8
2-benzoyloxyethyl 2-acetamido-3,4-di-O-benzoyl-2-deoxy-β-D-glucopyranoside

Guidance literature:: Multi-step reaction with 5 steps

1: 96 percent / zinc; acetic acid / tetrahydrofuran / 2 h / 20 °C / sonification

2: 68 percent / sodium methylate / methanol / 0 °C

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

4: 98 percent / pyridine / 3 h / -15 °C

5: 81 percent / acetyl chloride / methanol; diethyl ether / 2 h / 0 °C

With pyridine; dmap; sodium methylate; acetic acid; triethylamine; acetyl chloride; zinc; In tetrahydrofuran; methanol; diethyl ether; N,N-dimethyl-formamide;
DOI:10.1021/ja017370n