benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside

Base Information

• Chemical Name: benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside
• CAS No.: 40269-15-6
• Molecular Formula: C₁₉H₂₇NO₆
• Molecular Weight: 365.426

Synonyms:benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside

Chemical Property of benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside

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Technology Process of benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside

There total 2 articles about benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside 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: 91.0%

benzyl 2-acetamido-4,6-dichloro-2,4,6-trideoxy-3-O--α-D-galactopyranoside (40269-14-5) → benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside (40269-15-6)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 18h; Heating;

DOI:10.1016/S0008-6215(00)85983-2

Reference yield:

benzyl 2-acetamido-2-deoxy-3-O--α-D-glucopyranoside (19229-59-5,24909-47-5,39523-95-0,39524-06-6,40269-09-8) → benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside (40269-15-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 76 percent / CCl₄, triphenylphosphine / 3 h / 80 °C

2: 91 percent / α,α'-azobis(isobutanonitrile), tributyltin hydride / toluene / 18 h / Heating

With tetrachloromethane; 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; triphenylphosphine; In toluene;

DOI:10.1016/S0008-6215(00)85983-2

Reference yield:

benzyl 2-acetamido-2,4,6-trideoxy-3-O--α-D-xylo-hexopyranoside (40269-15-6) → 2-((2S,3R,4S,6R)-3-Acetylamino-2-benzyloxy-6-methyl-tetrahydro-pyran-4-yloxy)-propionic acid

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; for 0.0833333h; Ambient temperature;

DOI:10.1016/S0008-6215(00)85983-2

upstream raw materials:

benzyl 2-acetamido-4,6-dichloro-2,4,6-trideoxy-3-O--α-D-galactopyranoside

benzyl 2-acetamido-2-deoxy-3-O--α-D-glucopyranoside

Downstream raw materials:

benzyl 2-acetamido-2,4,6-trideoxy-3-O-(D-2-propionyl-L-alanyl-D-isoglutamine benzyl ester)-α-D-xylo-hexopyranoside

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