benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

Base Information

Chemical Name:benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate
CAS No.:74590-66-2
Molecular Formula:C₂H₄O₂*C₁₄H₂₀N₂O₄
Molecular Weight:340.376
Hs Code.:

Synonyms:benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

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Chemical Property of benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

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Technology Process of benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

There total 8 articles about benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate 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%

: 64-19-7,77671-22-8
acetic acid

: 74590-62-8
benzyl 2-acetamido-5-azido-2,5-dideoxy-β-D-ribofuranoside

: 74590-66-2
benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

Guidance literature:: With hydrogen; palladium on activated charcoal; In ethanol; at 40 ℃; for 0.333333h;
DOI:10.1016/S0008-6215(00)85674-8

Reference yield:

: 66166-90-3
benzyl 2-(benzyloxycarbonylamino)-2-deoxy-β-D-xylofuranoside

: 74590-66-2
benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

Guidance literature:: Multi-step reaction with 5 steps

1: 85 percent / pyridine / 3 h / 0 °C

2: 1.) hydrogen / 1.) 10percent Pd-C / 1.) 1,4-dioxane/methanol, room temperature, 2.5 h; 2.)methanol, room temperature, 30 min

3: 1.) sodium azide / 1.) N,N-dimethylformamide, 90 degC; 2.) N,N-dimethylformamide, 90 degC

4: 68 percent / hydrochlorid acid, Amberlite IRA-45 resin / acetic acid / 4 h / 50 °C

5: 74 percent / hydrogen / 10percent pd-C / ethanol / 0.33 h / 40 °C

With pyridine; hydrogenchloride; sodium azide; Amberlite IRA-45 resin; hydrogen; palladium on activated charcoal; In ethanol; acetic acid;
DOI:10.1016/S0008-6215(00)85674-8

Reference yield:

: 74247-63-5
benzyl 2-acetamido-5-azido-2,5-dideoxy-β-D-xylofuranoside

: 74590-66-2
benzyl 2-acetamido-5-amino-2,5-dideoxy-β-D-ribofuranoside monoacetate

Guidance literature:: Multi-step reaction with 4 steps

1: 82 percent / pyridine / 3 h / 0 °C

2: 1.) sodium azide / 1.) N,N-dimethylformamide, 50 degC; 2.) N,N-dimethylformamide, 50 degC

3: 68 percent / hydrochlorid acid, Amberlite IRA-45 resin / acetic acid / 4 h / 50 °C

4: 74 percent / hydrogen / 10percent pd-C / ethanol / 0.33 h / 40 °C

With pyridine; hydrogenchloride; sodium azide; Amberlite IRA-45 resin; hydrogen; palladium on activated charcoal; In ethanol; acetic acid;
DOI:10.1016/S0008-6215(00)85674-8