6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

Base Information

Chemical Name:6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide
CAS No.:80851-28-1
Molecular Formula:C₂₇H₂₀BrN₃O₁₃
Molecular Weight:674.372
Hs Code.:

Synonyms:6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

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Chemical Property of 6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

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Technology Process of 6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

There total 5 articles about 6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide 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: 83.0%

: 80851-27-0
methyl 6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranoside

: 80851-28-1
6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

Guidance literature:: With Acetyl bromide; hydrogen bromide; In dichloromethane; acetic acid; for 120h; at 0 - 5 deg C;
DOI:10.1016/S0008-6215(00)80814-9

Reference yield:

: 122-04-3
4-nitro-benzoyl chloride

: 80851-28-1
6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

Guidance literature:: Multi-step reaction with 4 steps

1: 1., oxolane,ether,room temp.,4 h; 2., pyridine,0 deg C,12 h

2: 77 percent / hydrochloric acid / methanol / 1.5 h / Heating

3: 81 percent / pyridine / 12 h

4: 83 percent / HBr, acetylbromide / CH₂Cl₂; acetic acid / 120 h / at 0 - 5 deg C

With hydrogenchloride; Acetyl bromide; hydrogen bromide; In pyridine; methanol; dichloromethane; acetic acid;
DOI:10.1016/S0008-6215(00)80814-9

Reference yield:

: 33985-40-9
(3aR,4S,6R,6aR)-tetrahydro-6-methoxy-2,2-dimethylfuro-[3,4-d][1,3]dioxole-4-carbaldehyde

: 80851-28-1
6-deoxy-2,3,5-tri-O-(p-nitrobenzoyl)-beta-D-allofuranosyl bromide

Guidance literature:: Multi-step reaction with 5 steps

1: various solvent(s); diethyl ether / 4 h / Ambient temperature

2: 52 percent / pyridine / 12 h / Ambient temperature

3: 77 percent / hydrochloric acid / methanol / 1.5 h / Heating

4: 81 percent / pyridine / 12 h

5: 83 percent / HBr, acetylbromide / CH₂Cl₂; acetic acid / 120 h / at 0 - 5 deg C

With hydrogenchloride; Acetyl bromide; hydrogen bromide; In pyridine; methanol; diethyl ether; dichloromethane; acetic acid;
DOI:10.1016/S0008-6215(00)80814-9