5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

Base Information

Chemical Name:5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime
CAS No.:359642-18-5
Molecular Formula:C₂₅H₃₀BrNO₆
Molecular Weight:520.42
Hs Code.:

Synonyms:5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

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Chemical Property of 5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

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Technology Process of 5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

There total 5 articles about 5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime 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: 74.0%

: 2687-43-6
O-benzylhydoxylamine hydrochloride

: 359642-13-0
Acetic acid (1S,2S)-2-benzyloxy-1-bromomethyl-2-((4S,5R)-5-formyl-2,2-dimethyl-[1,3]dioxolan-4-yl)-ethyl ester

: 359642-18-5
5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

Guidance literature:: With pyridine; In dichloromethane; water; at 20 ℃; for 24h;
DOI:10.1016/S0008-6215(01)00116-1

Reference yield:

: 149557-49-3
4-O-benzyl-2,3:5,6-di-O-isopropylidene-D-glucose diethyl dithioacetal

: 359642-18-5
5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

Guidance literature:: Multi-step reaction with 5 steps

1: 70 percent / AcOH / H₂O / 20 °C

2: 61 percent / PPh₃; CBr₄ / tetrahydrofuran / 0.75 h / 20 °C

3: 51 percent / pyridine / 20 °C

4: 63 percent / HgO; HgCl₂ / acetone; H₂O / Heating

5: 74 percent / pyridine / CH₂Cl₂; H₂O / 24 h / 20 °C

With pyridine; carbon tetrabromide; acetic acid; triphenylphosphine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(01)00116-1

Reference yield:

: 359642-14-1
4-O-benzyl-2,3-O-isopropylidene-D-glucose diethyl dithioacetal

: 359642-18-5
5-O-acetyl-4-O-benzyl-6-bromo-6-deoxy-2,3-O-isopropylidene-D-glucose O-benzyloxime

Guidance literature:: Multi-step reaction with 4 steps

1: 61 percent / PPh₃; CBr₄ / tetrahydrofuran / 0.75 h / 20 °C

2: 51 percent / pyridine / 20 °C

3: 63 percent / HgO; HgCl₂ / acetone; H₂O / Heating

4: 74 percent / pyridine / CH₂Cl₂; H₂O / 24 h / 20 °C

With pyridine; carbon tetrabromide; triphenylphosphine; mercury dichloride; mercury(II) oxide; In tetrahydrofuran; dichloromethane; water; acetone;
DOI:10.1016/S0008-6215(01)00116-1