benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

Base Information

Chemical Name:benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)
CAS No.:97389-99-6
Molecular Formula:C₁₇H₂₃NO₅
Molecular Weight:321.373
Hs Code.:

Synonyms:benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

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Chemical Property of benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

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Technology Process of benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

There total 7 articles about benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide) 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: 6.0%

: 108-24-7
acetic anhydride

: 97389-96-3
benzyl 3-azido-2,3,6-trideoxy-4-O-propionyl-α-L-threo-hex-2-enopyranoside

: 97390-01-7
benzyl 3-acetamido-2,3,6-trideoxy-4-O-propionyl-α-L-xylo-hexopyranoside

: 97389-99-6
benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

Guidance literature:: With hydrogen; platinum on activated charcoal; In 1,4-dioxane; ethanol; for 24h; under 7500.6 Torr; Ambient temperature;
DOI:10.1016/0008-6215(85)85206-X

Reference yield:

: 97389-92-9
benzyl 3-azido-2,3,6-trideoxy-α-L-glycero-hex-2-enopyranosid-4-ulose

: 97389-99-6
benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

Guidance literature:: Multi-step reaction with 4 steps

1: 54 percent / NaBH₄ / ethanol / Ambient temperature

2: 84 percent / pyridine / 0 - 5 °C

3: 92 percent / dimethylformamide / 4 h / 60 °C

4: 6 percent / H₂ / 10percent Pt/C / ethanol; dioxane / 24 h / 7500.6 Torr / Ambient temperature

With sodium tetrahydroborate; hydrogen; platinum on activated charcoal; In 1,4-dioxane; pyridine; ethanol; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85206-X

Reference yield:

: (2S,6R)-4-Azido-6-benzyloxy-2-methyl-3,6-dihydro-2H-pyran-3-ol

: 97389-99-6
benzyl 3-acetamido-4-O-acetyl-2,3,6-trideoxy-α-L-ribo-hexopyranoside (benzyl N-acetyl-O-acetyl-α-L-ristosoaminide)

Guidance literature:: Multi-step reaction with 5 steps

1: pyridinium dichromate, molecular sieves 4 Angstroem / CH₂Cl₂ / 12 h / Ambient temperature

2: 54 percent / NaBH₄ / ethanol / Ambient temperature

3: 84 percent / pyridine / 0 - 5 °C

4: 92 percent / dimethylformamide / 4 h / 60 °C

5: 6 percent / H₂ / 10percent Pt/C / ethanol; dioxane / 24 h / 7500.6 Torr / Ambient temperature

With sodium tetrahydroborate; dipyridinium dichromate; 4 A molecular sieve; hydrogen; platinum on activated charcoal; In 1,4-dioxane; pyridine; ethanol; dichloromethane; N,N-dimethyl-formamide;
DOI:10.1016/0008-6215(85)85206-X