(E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime

Base Information

Chemical Name:(E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime
CAS No.:127656-46-6
Molecular Formula:C₃₄H₃₆N₄O₅
Molecular Weight:580.684
Hs Code.:

Synonyms:

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime

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Technology Process of (E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime

There total 8 articles about (E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime 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:

: 127708-83-2
5-Azido-3,6-di-O-benzyl-5-deoxy-α/β-D-glucofuranose

: 127656-46-6
(E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / NaBH₄ / ethanol; H₂O / 3 h / Heating

2: 100 percent / pyridine / 1) -40 deg C, 1h, 2) r.t., 1.5h

3: 90 percent / NaH / dimethylformamide / 1) 0 deg, 1h, 2) r.t., 4h

4: 63 percent / Na, MeOH / 96 h / 45 °C

5: 71 percent / Pyridinium chlorochromate / CH₂Cl₂ / 3 h / Ambient temperature

6: pyridine / 24 h / Ambient temperature

With pyridine; methanol; sodium tetrahydroborate; sodium; sodium hydride; pyridinium chlorochromate; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 16958-26-2
1,2-O-isopropylidene-3,6-di-O-benzyl-5-azido-5-deoxy-α-D-glucofuranose

: 127656-46-6
(E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime

Guidance literature:: Multi-step reaction with 7 steps

1: 80 percent / aq. trifluoroacetic acid / 3.5 h

2: 71 percent / NaBH₄ / ethanol; H₂O / 3 h / Heating

3: 100 percent / pyridine / 1) -40 deg C, 1h, 2) r.t., 1.5h

4: 90 percent / NaH / dimethylformamide / 1) 0 deg, 1h, 2) r.t., 4h

5: 63 percent / Na, MeOH / 96 h / 45 °C

6: 71 percent / Pyridinium chlorochromate / CH₂Cl₂ / 3 h / Ambient temperature

7: pyridine / 24 h / Ambient temperature

With pyridine; methanol; sodium tetrahydroborate; sodium; sodium hydride; pyridinium chlorochromate; trifluoroacetic acid; In ethanol; dichloromethane; water; N,N-dimethyl-formamide;

Reference yield:

: 5-Azido-3,6-di-O-benzyl-5-deoxy-D-glucitol

: 127656-46-6
(E/Z)-5-Azido-2,3,4,6-tetra-O-benzyl-5-deoxy-D-glucose oxime

Guidance literature:: Multi-step reaction with 5 steps

1: 100 percent / pyridine / 1) -40 deg C, 1h, 2) r.t., 1.5h

2: 90 percent / NaH / dimethylformamide / 1) 0 deg, 1h, 2) r.t., 4h

3: 63 percent / Na, MeOH / 96 h / 45 °C

4: 71 percent / Pyridinium chlorochromate / CH₂Cl₂ / 3 h / Ambient temperature

5: pyridine / 24 h / Ambient temperature

With pyridine; methanol; sodium; sodium hydride; pyridinium chlorochromate; In dichloromethane; N,N-dimethyl-formamide;